Journal Articles | |
| 53. | V. Voitenko, Zoia; V. Levkov, Igor; Cassel, Stephanie; V. Palamarchuk, Gennady; V. Shishkin, Oleg; V. Shishkina, Svetlana; Lattes, Armand; Rico-Lattes, Isabelle Reaction of 1-Ethoxyisoindole with Maleimide and Its Derivatives (Journal Article) HETEROCYCLES, 85 (7), pp. 1671, 2012. @article{Levkov20121671, title = {Reaction of 1-Ethoxyisoindole with Maleimide and Its Derivatives}, author = {V. Voitenko, Zoia and V. Levkov, Igor and Cassel, Stephanie and V. Palamarchuk, Gennady and V. Shishkin, Oleg and V. Shishkina, Svetlana and Lattes, Armand and Rico-Lattes, Isabelle}, year = {2012}, date = {2012-09-03}, journal = {HETEROCYCLES}, volume = {85}, number = {7}, pages = {1671}, abstract = {We have reported1 the possibility of conducting the Diels-Alder [4+2]-cycloaddition reaction with isoindoles that exist predominantly in the isoindoline form, due to the Curtin-Hammet principle. Pursuing our research, we used 1-ethoxyisoindole as the most evident analog of 1-aminoisoindole. This compound is a typical simple isoindole existing chiefly as the isoindoline tautomer. We have studied the reactions of 1-ethoxyisoindoles with maleimide and its derivatives as active dienophiles. In addition, this paper describes the synthesis of a novel compound - tri-(2-methoxycarbonyl)benzylamine.}, keywords = {}, pubstate = {published}, tppubtype = {article} } We have reported1 the possibility of conducting the Diels-Alder [4+2]-cycloaddition reaction with isoindoles that exist predominantly in the isoindoline form, due to the Curtin-Hammet principle. Pursuing our research, we used 1-ethoxyisoindole as the most evident analog of 1-aminoisoindole. This compound is a typical simple isoindole existing chiefly as the isoindoline tautomer. We have studied the reactions of 1-ethoxyisoindoles with maleimide and its derivatives as active dienophiles. In addition, this paper describes the synthesis of a novel compound - tri-(2-methoxycarbonyl)benzylamine. |
| 52. | Alekseenko, Anatoliy; Denis, Klukovsky; Lukin, Oleg; Mykhailiuk, Pavel; Shishkin, Oleg; Pustovit, Yurii An Improved Synthesis of 2-, 3-, and 4-(Trifluoromethyl)cyclohexylamines (Journal Article) Synthesis, 44 (17), pp. 2739-2742, 2012. @article{Alekseenko20122739, title = {An Improved Synthesis of 2-, 3-, and 4-(Trifluoromethyl)cyclohexylamines}, author = {Alekseenko, Anatoliy and Denis, Klukovsky and Lukin, Oleg and Mykhailiuk, Pavel and Shishkin, Oleg and Pustovit, Yurii}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84865489209&partnerID=40&md5=229e6d0220d9f394f933606eb2a750aa, http://www.thieme-connect.de/DOI/DOI?10.1055/s-0032-1316985}, year = {2012}, date = {2012-01-01}, journal = {Synthesis}, volume = {44}, number = {17}, pages = {2739-2742}, abstract = {An improved synthesis of 2-, 3-, and 4-trifluoromethylcyclohexylamines on a multigram scale via PtO 2-mediated hydrogenation of the corresponding trifluoromethylanilines in trifluoroacetic acid at room temperature under atmospheric pressure is reported. The hydrogenation occurred with a remarkable stereoselectivity favoring the formation of cis-isomers. © Georg Thieme Verlag Stuttgart New York.}, keywords = {}, pubstate = {published}, tppubtype = {article} } An improved synthesis of 2-, 3-, and 4-trifluoromethylcyclohexylamines on a multigram scale via PtO 2-mediated hydrogenation of the corresponding trifluoromethylanilines in trifluoroacetic acid at room temperature under atmospheric pressure is reported. The hydrogenation occurred with a remarkable stereoselectivity favoring the formation of cis-isomers. © Georg Thieme Verlag Stuttgart New York. |
| 51. | Avdeenko,; Konovalova,; Ledeneva,; Santalova,; Pirozhenko,; Palamarchuk,; Shishkin, Russian Journal of Organic Chemistry, 48 (7), pp. 928-937, 2012. @article{Avdeenko2012928, title = {Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime ethers: XIV. Halogenation of N-[arylsulfonylimino(phenyl)methyl]-2,5-dialkyl-1,4-benzoquinone monoimines and their reduction products}, author = {Avdeenko, A. P. and Konovalova, S. A. and Ledeneva, O. P. and Santalova, A. A. and Pirozhenko, V. V. and Palamarchuk, G. V. and Shishkin, O.V.c V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84865479309&partnerID=40&md5=9b26a4ee14e88120a7d4b6444bd43019, http://www.springerlink.com/index/10.1134/S107042801207007X}, year = {2012}, date = {2012-01-01}, journal = {Russian Journal of Organic Chemistry}, volume = {48}, number = {7}, pages = {928-937}, abstract = {Despite steric hindrances created by the bulky substituent on the nitrogen atom, halogenation of 2,5-dialkyl-N-[arylsulfonylimino(phenyl)methyl]-1,4- benzoquinone monoimines fairly readily gives their derivatives having two halogen atoms in the quinoid ring. © Pleiades Publishing, Ltd., 2012.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Despite steric hindrances created by the bulky substituent on the nitrogen atom, halogenation of 2,5-dialkyl-N-[arylsulfonylimino(phenyl)methyl]-1,4- benzoquinone monoimines fairly readily gives their derivatives having two halogen atoms in the quinoid ring. © Pleiades Publishing, Ltd., 2012. |
| 50. | Avdeenko,; Konovalova,; Mikhailichenko,; Santalova,; Palamarchuk,; Shishkin, Russian Journal of Organic Chemistry, 48 (5), pp. 642-650, 2012. @article{Avdeenko2012642, title = {Activated sterically strained C=N bond in N-substituted p-quinone mono- and diimines: XIII. Reactions of N-alkyl(aryl, trifluoromethyl)sulfonyl-, N-arylsulfinyl- and N-arylsulfanyl-1,4-benzoquinone monoimines with alcohols}, author = {Avdeenko, A. P. and Konovalova, S. A. and Mikhailichenko, O. N. and Santalova, A. A. and Palamarchuk, G. V. and Shishkin, O.V.b V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84863698828&partnerID=40&md5=033cb4e8f8ca0b1460bf1e8feac18222, http://www.springerlink.com/index/10.1134/S107042801205003X}, year = {2012}, date = {2012-01-01}, journal = {Russian Journal of Organic Chemistry}, volume = {48}, number = {5}, pages = {642-650}, abstract = {Steric strains arising between the substituent atoms at nitrogen (S, SO, or SO 2) and the methyl group located in positions 3 or 5 of the quinoid ring of 3,5-dimethyl-substituted quinone monoimines lead to the increased angle C=N-S. As a result in these quinone monoimines the reactions of 1,2-addition become thermodynamically possible since the formation of quinolide structures with the sp 3-hybridized carbon atom removes the steric strain. © 2012 Pleiades Publishing, Ltd.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Steric strains arising between the substituent atoms at nitrogen (S, SO, or SO 2) and the methyl group located in positions 3 or 5 of the quinoid ring of 3,5-dimethyl-substituted quinone monoimines lead to the increased angle C=N-S. As a result in these quinone monoimines the reactions of 1,2-addition become thermodynamically possible since the formation of quinolide structures with the sp 3-hybridized carbon atom removes the steric strain. © 2012 Pleiades Publishing, Ltd. |
| 49. | Chebanov, Valentin; Saraev, Vyacheslav; Shishkina, Svetlana; Shishkin, Oleg; Musatov, Vladimir; Desenko, Sergey Controlled Switching of Multicomponent Heterocyclizations of 5-Amino- N -arylpyrazole-4-carboxamides, 1,3-Cyclohexanediones, and Aldehydes (Journal Article) European Journal of Organic Chemistry, 2012 (28), pp. 5515-5524, 2012. @article{Chebanov20125515, title = {Controlled Switching of Multicomponent Heterocyclizations of 5-Amino- N -arylpyrazole-4-carboxamides, 1,3-Cyclohexanediones, and Aldehydes}, author = {Chebanov, Valentin A. and Saraev, Vyacheslav E. and Shishkina, Svetlana V. and Shishkin, Oleg V. and Musatov, Vladimir I. and Desenko, Sergey M.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84866479378&partnerID=40&md5=916efef5888786ebc023fd19efecb676, http://doi.wiley.com/10.1002/ejoc.201200669}, year = {2012}, date = {2012-01-01}, journal = {European Journal of Organic Chemistry}, volume = {2012}, number = {28}, pages = {5515-5524}, abstract = {Multicomponent heterocyclization of 5-amino-N-arylpyrazole-4-carboxamides, 1,3-cyclohexanediones, and aromatic aldehydes was studied, and reaction conditions allowing selective switching between two directions were found. When the reaction was carried out under thermal heating or ultrasonication at room temperature, formation of linear pyrazoloquinoline-3-carboxamides was observed. Isomeric angular heterocycles were obtained by ultrasonic-assisted synthesis at ambient temperature in the presence of HCl catalyst. Treatment with 2 equiv. of 1,3-diketone in boiling N,N-dimethylformamide/HCl gave a mixture of pyrazoloquinoline-3-carboxamides and unusual acridin-10-yl-pyrazole-4- carboxamides, which showed hindered rotation of the pyrazole fragment around the C-N bond. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Multicomponent heterocyclization of 5-amino-N-arylpyrazole-4-carboxamides, 1,3-cyclohexanediones, and aromatic aldehydes was studied, and reaction conditions allowing selective switching between two directions were found. When the reaction was carried out under thermal heating or ultrasonication at room temperature, formation of linear pyrazoloquinoline-3-carboxamides was observed. Isomeric angular heterocycles were obtained by ultrasonic-assisted synthesis at ambient temperature in the presence of HCl catalyst. Treatment with 2 equiv. of 1,3-diketone in boiling N,N-dimethylformamide/HCl gave a mixture of pyrazoloquinoline-3-carboxamides and unusual acridin-10-yl-pyrazole-4- carboxamides, which showed hindered rotation of the pyrazole fragment around the C-N bond. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. |
| 48. | Chygorin, Eduard; Makhankova, Valeriya; Ischenko, Mykola; Kokozay, Vladimir; Zubatyuk, Roman; Shishkin, Oleg; Jezierska, Julia Direct synthesis and properties of monomeric and dimeric MnIII–salen complexes tuned by tetrahalocadmate anions (Journal Article) Inorganic Chemistry Communications, 20 , pp. 282-285, 2012. @article{Chygorin2012282, title = {Direct synthesis and properties of monomeric and dimeric MnIII–salen complexes tuned by tetrahalocadmate anions}, author = {Chygorin, Eduard M. and Makhankova, Valeriya G. and Ischenko, Mykola V. and Kokozay, Vladimir N. and Zubatyuk, Roman I. and Shishkin, Oleg V. and Jezierska, Julia}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84861526427&partnerID=40&md5=de1e7cbe897fc69f6e9fcab0480101d3, http://linkinghub.elsevier.com/retrieve/pii/S1387700312001402}, year = {2012}, date = {2012-01-01}, journal = {Inorganic Chemistry Communications}, volume = {20}, pages = {282-285}, abstract = {Two novel compounds [Mn(salen)(dmf) 2] 3[Mn(salen)(dmf) (H 2O)][CdCl 4] 2•H 2O (1) and {[Mn(salen)(CH 3OH)] 2}[Mn(salen)(CH 3OH) 2] 2[CdI 4] 2 (2) have been synthesised via interaction of manganese metal and cadmium halide with in situ generated salen ligand (salen = N,N′-ethylene-bis-salicylideneaminato) in non-aqueous (dmf, CH 3OH) solutions. X-ray structure analysis reveals that in solid state 1 contains mononuclear Mn III-salen species, whilst in 2 both monomeric and out-of-plane dimeric Mn III-salen complexes are present. Moreover, in 2 the monomeric units are linked by H-bonds, forming other dimers. Equilibrium between monomeric and dimeric units in solutions of 1 and 2 was found by ESI mass-spectrometry. The magnetic measurements of 2 demonstrated antiferromagnetic interactions between Mn III centres. © 2012 Elsevier B.V. All rights reserved.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Two novel compounds [Mn(salen)(dmf) 2] 3[Mn(salen)(dmf) (H 2O)][CdCl 4] 2•H 2O (1) and {[Mn(salen)(CH 3OH)] 2}[Mn(salen)(CH 3OH) 2] 2[CdI 4] 2 (2) have been synthesised via interaction of manganese metal and cadmium halide with in situ generated salen ligand (salen = N,N′-ethylene-bis-salicylideneaminato) in non-aqueous (dmf, CH 3OH) solutions. X-ray structure analysis reveals that in solid state 1 contains mononuclear Mn III-salen species, whilst in 2 both monomeric and out-of-plane dimeric Mn III-salen complexes are present. Moreover, in 2 the monomeric units are linked by H-bonds, forming other dimers. Equilibrium between monomeric and dimeric units in solutions of 1 and 2 was found by ESI mass-spectrometry. The magnetic measurements of 2 demonstrated antiferromagnetic interactions between Mn III centres. © 2012 Elsevier B.V. All rights reserved. |
| 47. | Chygorin, Eduard; Petrusenko, Svitlana; Kokozay, Volodymyr; Omelchenko, Irina; Shishkin, Oleg Tris(2,2'-bipyridine-$kappa$N,N')cobalt(III) tris-(oxalato-$kappa$O,O)ferrate(III) mono-hydrate. (Journal Article) Acta crystallographica. Section E, Structure reports online, 68 (Pt 3), pp. m233-4, 2012. @article{Chygorin2012, title = {Tris(2,2'-bipyridine-$kappa$N,N')cobalt(III) tris-(oxalato-$kappa$O,O)ferrate(III) mono-hydrate.}, author = {Chygorin, Eduard N and Petrusenko, Svitlana R and Kokozay, Volodymyr N and Omelchenko, Irina V and Shishkin, Oleg V}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84857933908&partnerID=40&md5=0eb5e285f34634c74a1f8df05fd40def, http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=3297208&tool=pmcentrez&rendertype=abstract}, year = {2012}, date = {2012-01-01}, journal = {Acta crystallographica. Section E, Structure reports online}, volume = {68}, number = {Pt 3}, pages = {m233-4}, abstract = {The title compound, [Co(C(10)H(8)N(2))(3)][Fe(C(2)O(4))(3)]•H(2)O, con-sists of two discrete tris-(chelate) metal ions (Co(III)N(6) and Fe(III)O(6) chromophores) and a water mol-ecule. The structure is highly symmetrical; the Co(III) and Fe(III) ions occupy positions with site symmetry 3.2. The coordination polyhedra of the metal atoms have a nearly octa-hedral geometry with noticeable trigonal distortions. The Co-N and Fe-O bond lengths are equal by symmetry, viz. 1.981 (2) and 1.998 (4) AA, respectively. The cations and anions are arranged alternately along their threefold rotation axes parallel to [001], forming chains that are packed in a hexa-gonal manner. The water mol-ecules occupy voids between the chains. The crystal under investigation was an inversion twin.}, keywords = {}, pubstate = {published}, tppubtype = {article} } The title compound, [Co(C(10)H(8)N(2))(3)][Fe(C(2)O(4))(3)]•H(2)O, con-sists of two discrete tris-(chelate) metal ions (Co(III)N(6) and Fe(III)O(6) chromophores) and a water mol-ecule. The structure is highly symmetrical; the Co(III) and Fe(III) ions occupy positions with site symmetry 3.2. The coordination polyhedra of the metal atoms have a nearly octa-hedral geometry with noticeable trigonal distortions. The Co-N and Fe-O bond lengths are equal by symmetry, viz. 1.981 (2) and 1.998 (4) AA, respectively. The cations and anions are arranged alternately along their threefold rotation axes parallel to [001], forming chains that are packed in a hexa-gonal manner. The water mol-ecules occupy voids between the chains. The crystal under investigation was an inversion twin. |
| 46. | Chygorin, Eduard; Rusanova, Julia; Zubatyuk, Roman; Shishkin, Oleg Bis($mu$-4-nitro-2-{[2-(oxidometh-yl)phen-yl]imino-meth-yl}phenolato)bis-[chlorido(dimethyl sulfoxide)-iron(III)] dimethyl sulfoxide disolvate. (Journal Article) Acta crystallographica. Section E, Structure reports online, 68 (Pt 5), pp. m668, 2012. @article{Chygorin2012, title = {Bis($mu$-4-nitro-2-{[2-(oxidometh-yl)phen-yl]imino-meth-yl}phenolato)bis-[chlorido(dimethyl sulfoxide)-iron(III)] dimethyl sulfoxide disolvate.}, author = {Chygorin, Eduard N and Rusanova, Julia A and Zubatyuk, Roman I and Shishkin, Oleg V}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84860758141&partnerID=40&md5=fd792a9f5168548294746a42c24058c1, http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=3344389&tool=pmcentrez&rendertype=abstract}, year = {2012}, date = {2012-01-01}, journal = {Acta crystallographica. Section E, Structure reports online}, volume = {68}, number = {Pt 5}, pages = {m668}, abstract = {In the centrosymmetric dimeric title complex, [Fe(2)(C(14)H(10)N(2)O(4))(2)Cl(2)(C(2)H(6)OS)(2)]•2C(2)H(6)OS, two {Fe(L)Cl(DMSO)} units (L is the tridentate ligand 4-nitro-2-{[2-(oxidometh-yl)phen-yl]imino-meth-yl}phenolate; DMSO is dimethyl sulfoxide) are bridged by two O atoms, with an Fe⋯Fe separation of 3.1838 (8) AA. The coordination polyhedron of the Fe(III) atoms can be described as distorted octa-hedral, with four Fe-O, one Fe-N and one Fe-Cl coordination bonds. The L ligand is not planar, the dihedral angle between the 2-(oxidometh-yl)phen-yl]imino and 4-nitro-2-(imino-meth-yl)phenolate planes being 48.54 (9)°. The solvent DMSO molecule is disordered over two orientations with equal occupancy.}, keywords = {}, pubstate = {published}, tppubtype = {article} } In the centrosymmetric dimeric title complex, [Fe(2)(C(14)H(10)N(2)O(4))(2)Cl(2)(C(2)H(6)OS)(2)]•2C(2)H(6)OS, two {Fe(L)Cl(DMSO)} units (L is the tridentate ligand 4-nitro-2-{[2-(oxidometh-yl)phen-yl]imino-meth-yl}phenolate; DMSO is dimethyl sulfoxide) are bridged by two O atoms, with an Fe⋯Fe separation of 3.1838 (8) AA. The coordination polyhedron of the Fe(III) atoms can be described as distorted octa-hedral, with four Fe-O, one Fe-N and one Fe-Cl coordination bonds. The L ligand is not planar, the dihedral angle between the 2-(oxidometh-yl)phen-yl]imino and 4-nitro-2-(imino-meth-yl)phenolate planes being 48.54 (9)°. The solvent DMSO molecule is disordered over two orientations with equal occupancy. |
| 45. | Denisenko, Aleksandr; Mityuk, Andrey; Grygorenko, Oleksandr; Volochnyuk, Dmytro; Shishkin, Oleg; Tolmachev, Andrey; Mykhailiuk, Pavel 3-Benzyl-3-azabicyclo[3.1.1]heptan-6-one: A Promising Building Block for Medicinal Chemistry (Journal Article) Organic Letters, 14 (6), pp. 1660-1660, 2012. @article{Denisenko20121660, title = {3-Benzyl-3-azabicyclo[3.1.1]heptan-6-one: A Promising Building Block for Medicinal Chemistry}, author = {Denisenko, Aleksandr V and Mityuk, Andrey P and Grygorenko, Oleksandr O and Volochnyuk, Dmytro M and Shishkin, Oleg V and Tolmachev, Andrey A and Mykhailiuk, Pavel K}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84858658924&partnerID=40&md5=b84315aa74438a0eb576e51ce0294ad0, http://pubs.acs.org/doi/abs/10.1021/ol3004707}, year = {2012}, date = {2012-01-01}, journal = {Organic Letters}, volume = {14}, number = {6}, pages = {1660-1660}, keywords = {}, pubstate = {published}, tppubtype = {article} } |
| 44. | Dobrydnev, Alexey; Volovnenko, Tatyana; Volovenko, Yulian; Palamarchuk, Gennady; Shishkin, Oleg Cyclic $alpha$-amino acids as precursors for synthesis of 2-amino-3-hetarylpyrrolin-4-ones and their spiro derivatives (Journal Article) Monatshefte f"{u}r Chemie - Chemical Monthly, 143 (5), pp. 779-789, 2012. @article{Dobrydnev2012779, title = {Cyclic $alpha$-amino acids as precursors for synthesis of 2-amino-3-hetarylpyrrolin-4-ones and their spiro derivatives}, author = {Dobrydnev, Alexey V. and Volovnenko, Tatyana A. and Volovenko, Yulian M. and Palamarchuk, Gennady V. and Shishkin, Oleg V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84861339238&partnerID=40&md5=13a23e8ac93983bbc607106603a4306f, http://www.springerlink.com/index/10.1007/s00706-012-0727-3}, year = {2012}, date = {2012-01-01}, journal = {Monatshefte f"{u}r Chemie - Chemical Monthly}, volume = {143}, number = {5}, pages = {779-789}, abstract = {$alpha$-Aminoisobutanoic acid and some representatives of cyclic $alpha$-amino acids were converted to corresponding 1-phthalimido- and N-trifluoroacylated acid chlorides. Treatment of 2-(1H-benzimidazol-2-yl) acetonitrile with 1-phthalimidoacid chlorides in DMF unexpectedly gave 2-(1H-benzimidazol-2-yl)-3-(dimethylamino)-2-propenenitrile. On the other hand, the reaction of hetarylacetonitriles with N-trifluoroacylated acid chlorides gave the desired (3-cyano-2-oxo-3-hetarylpropyl)-2,2,2-trifluoroacetamides that upon detrifluoroacetylation provided the target 2-amino-3-hetarylpyrrolin-4- ones. The acylation of benzoimidazolylamino-pyrrolinones by benzoyl chloride leads to formation of 3-benzoyl-2,3-dihydro-5-phenyl-1H-benzo[4,5]imidazo[1,2-c] pyrrolo[3,2-e]pyrimidin-1-ones. © Springer-Verlag 2012.}, keywords = {}, pubstate = {published}, tppubtype = {article} } $alpha$-Aminoisobutanoic acid and some representatives of cyclic $alpha$-amino acids were converted to corresponding 1-phthalimido- and N-trifluoroacylated acid chlorides. Treatment of 2-(1H-benzimidazol-2-yl) acetonitrile with 1-phthalimidoacid chlorides in DMF unexpectedly gave 2-(1H-benzimidazol-2-yl)-3-(dimethylamino)-2-propenenitrile. On the other hand, the reaction of hetarylacetonitriles with N-trifluoroacylated acid chlorides gave the desired (3-cyano-2-oxo-3-hetarylpropyl)-2,2,2-trifluoroacetamides that upon detrifluoroacetylation provided the target 2-amino-3-hetarylpyrrolin-4- ones. The acylation of benzoimidazolylamino-pyrrolinones by benzoyl chloride leads to formation of 3-benzoyl-2,3-dihydro-5-phenyl-1H-benzo[4,5]imidazo[1,2-c] pyrrolo[3,2-e]pyrimidin-1-ones. © Springer-Verlag 2012. |
| 43. | Gaidai, Alexandr; Volochnyuk, Dmitriy; Shishkin, Oleg; Fokin, Andrey; Levandovskiy, Igor; Shubina, Tatyana D3-Trishomocubane-4-carboxylic Acid as a New Chiral Building Block: Synthesis and Absolute Configuration (Journal Article) Synthesis, 44 (05), pp. 810-816, 2012. @article{Gaidai2012810, title = {D3-Trishomocubane-4-carboxylic Acid as a New Chiral Building Block: Synthesis and Absolute Configuration}, author = {Gaidai, Alexandr and Volochnyuk, Dmitriy and Shishkin, Oleg and Fokin, Andrey and Levandovskiy, Igor and Shubina, Tatyana}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84857454879&partnerID=40&md5=4bfa079f630b1232bb507ac0b8f2932a, http://www.thieme-connect.de/DOI/DOI?10.1055/s-0031-1289708}, year = {2012}, date = {2012-01-01}, journal = {Synthesis}, volume = {44}, number = {05}, pages = {810-816}, abstract = {The preparation of (±)-D 3-trishomocubanone on a multigram scale from 1,4-benzoquinone and cyclopentadiene was optimized to give the target product in 39% overall yield, that was transformed to (±)-D 3-trishomocubane-4-carboxylic acid via a three-step procedure involving the Corey-Chaykovsky reaction followed by boron trifluoride-diethyl ether catalyzed epoxide ring opening and further oxidation. Optically active (+)-D 3-trishomocubane-4-carboxylic acid was prepared through the resolution of the racemate by crystallization of its salt with (R)-phenylethylamine; the absolute configuration was assigned by X-ray crystal structure analysis. © Georg Thieme Verlag Stuttgart • New York.}, keywords = {}, pubstate = {published}, tppubtype = {article} } The preparation of (±)-D 3-trishomocubanone on a multigram scale from 1,4-benzoquinone and cyclopentadiene was optimized to give the target product in 39% overall yield, that was transformed to (±)-D 3-trishomocubane-4-carboxylic acid via a three-step procedure involving the Corey-Chaykovsky reaction followed by boron trifluoride-diethyl ether catalyzed epoxide ring opening and further oxidation. Optically active (+)-D 3-trishomocubane-4-carboxylic acid was prepared through the resolution of the racemate by crystallization of its salt with (R)-phenylethylamine; the absolute configuration was assigned by X-ray crystal structure analysis. © Georg Thieme Verlag Stuttgart • New York. |
| 42. | Gella,; Drushlyak,; Pivnenko,; Zubatyuk,; Turov,; Konovalova,; Novikova,; Shishkin, Stereochemistry of hydroxylation of some chiral spiro-[2,5]octan-4-ones (Journal Article) Journal of Molecular Structure, 1019 , pp. 120-129, 2012. @article{Gella2012120, title = {Stereochemistry of hydroxylation of some chiral spiro-[2,5]octan-4-ones}, author = {Gella, I.M.a and Drushlyak, T.G.a and Pivnenko, N.S.a and Zubatyuk, R.I.a and Turov, A.V.b and Konovalova, I.S.a and Novikova, N.B.a and Shishkin, O.V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84861820083&partnerID=40&md5=c84a130d0b4acd412346829564e073f2, http://linkinghub.elsevier.com/retrieve/pii/S0022286012002852}, year = {2012}, date = {2012-01-01}, journal = {Journal of Molecular Structure}, volume = {1019}, pages = {120-129}, abstract = {Stereoselective oxidative alpha hydroxylation of (1R,5R,8R,3R)-1-aryl-5- isopropyl-8-methyl-3-spiro-[2,5]octan-4-ones has been found as a secondary process in the cyclopropanation of 2-arylidene isomenthanones with trimethylsulfoxonium iodide in DMSO/NaOH or DMF/NaOH system. Three stereoisomeric hydroxy ketones have been isolated from a reaction mixture of cyclopropanation reaction, but the reaction of oxidation carried out with isolated spiro-[2,5]octan-4-ones was stereoselective. The advantages of this method of stereoselective hydroxylation are room temperature of reaction and absence of expensive catalysts. The reduction of obtained hydroxy ketones was also stereoselective and gave the only trans-(4R,5S)-dioles. The structures have been confirmed with 1D and 2D 1H and 13C NMR, MS spectra and for stereoisomeric hydroxy ketones with X-ray analysis also. © 2012 Elsevier B.V. All rights reserved.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Stereoselective oxidative alpha hydroxylation of (1R,5R,8R,3R)-1-aryl-5- isopropyl-8-methyl-3-spiro-[2,5]octan-4-ones has been found as a secondary process in the cyclopropanation of 2-arylidene isomenthanones with trimethylsulfoxonium iodide in DMSO/NaOH or DMF/NaOH system. Three stereoisomeric hydroxy ketones have been isolated from a reaction mixture of cyclopropanation reaction, but the reaction of oxidation carried out with isolated spiro-[2,5]octan-4-ones was stereoselective. The advantages of this method of stereoselective hydroxylation are room temperature of reaction and absence of expensive catalysts. The reduction of obtained hydroxy ketones was also stereoselective and gave the only trans-(4R,5S)-dioles. The structures have been confirmed with 1D and 2D 1H and 13C NMR, MS spectra and for stereoisomeric hydroxy ketones with X-ray analysis also. © 2012 Elsevier B.V. All rights reserved. |
| 41. | Geraschenko, Oleksandr; Khodakovskiy, Pavel; Shivanyuk, Oleksandr; Shishkin, Oleg; Mykhailiuk, Pavel; Tolmachev, Andrey Easy Synthesis of Novel 4-Azolylpyridazin-3-ones (Journal Article) Synthesis, 44 (08), pp. 1263-1267, 2012. @article{Geraschenko20121263, title = {Easy Synthesis of Novel 4-Azolylpyridazin-3-ones}, author = {Geraschenko, Oleksandr and Khodakovskiy, Pavel and Shivanyuk, Oleksandr and Shishkin, Oleg and Mykhailiuk, Pavel and Tolmachev, Andrey}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84859258775&partnerID=40&md5=ca77f5cb4d7f00a418dc3acfb116a6f7, http://www.thieme-connect.de/DOI/DOI?10.1055/s-0031-1290808}, year = {2012}, date = {2012-01-01}, journal = {Synthesis}, volume = {44}, number = {08}, pages = {1263-1267}, abstract = {Ethyl azol-2-ylglyoxylates react smoothly with acetone in the presence of catalytic amounts of proline and trifluoroacetic acid to give the corresponding azolyl aldols in 93-98% yield. The products are easily transformed into azolyl pyridazinones in 85-98% yield by cyclization with hydrazine hydrate. © Georg Thieme Verlag Stuttgart - New York.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Ethyl azol-2-ylglyoxylates react smoothly with acetone in the presence of catalytic amounts of proline and trifluoroacetic acid to give the corresponding azolyl aldols in 93-98% yield. The products are easily transformed into azolyl pyridazinones in 85-98% yield by cyclization with hydrazine hydrate. © Georg Thieme Verlag Stuttgart - New York. |
| 40. | Gerus, Igor; Mironetz, Roman; Kondratov, Ivan; Bezdudny, Andrei; Dmytriv, Yurii; Shishkin, Oleg; Starova, Viktoriia; Zaporozhets, Olga; Tolmachev, Andrey; Mykhailiuk, Pavel "Reported, but still unknown." A closer look into 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles. (Journal Article) The Journal of organic chemistry, 77 (1), pp. 47-56, 2012. @article{Gerus201247, title = {\"Reported, but still unknown.\" A closer look into 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles.}, author = {Gerus, Igor I and Mironetz, Roman X and Kondratov, Ivan S and Bezdudny, Andrei V and Dmytriv, Yurii V and Shishkin, Oleg V and Starova, Viktoriia S and Zaporozhets, Olga A and Tolmachev, Andrey A and Mykhailiuk, Pavel K}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84855556874&partnerID=40&md5=1163aa4987280bd2bcfb22a91690796c, http://www.ncbi.nlm.nih.gov/pubmed/22171748}, year = {2012}, date = {2012-01-01}, journal = {The Journal of organic chemistry}, volume = {77}, number = {1}, pages = {47-56}, abstract = {Straightforward practical synthetic approaches to 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles have been developed. The key step of the both syntheses is a transformation of the carboxylic group in a pyrazole core into the trifluoromethyl group by sulfur tetrafluoride. The elaborated synthetic protocols allow gram-scale preparation of the target products. The obtained compounds are comprehensively characterized by means of crystallographic analysis, determination of pK(a) values and fluorescence measurements.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Straightforward practical synthetic approaches to 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles have been developed. The key step of the both syntheses is a transformation of the carboxylic group in a pyrazole core into the trifluoromethyl group by sulfur tetrafluoride. The elaborated synthetic protocols allow gram-scale preparation of the target products. The obtained compounds are comprehensively characterized by means of crystallographic analysis, determination of pK(a) values and fluorescence measurements. |
| 39. | Iminov, Rustam; Tverdokhlebov, Anton; Tolmachev, Andrey; Volovenko, Yulian; Shishkina, Svetlana; Shishkin, Oleg. Synthesis of condensed tetrahydroimidazo[1,2-a]quinazoline-1,5-dione derivatives (Journal Article) Tetrahedron, 68 (14), pp. 3098-3102, 2012. @article{Iminov20123098, title = {Synthesis of condensed tetrahydroimidazo[1,2-a]quinazoline-1,5-dione derivatives}, author = {Iminov, Rustam T. and Tverdokhlebov, Anton V. and Tolmachev, Andrey A. and Volovenko, Yulian M. and Shishkina, Svetlana V. and Shishkin, Oleg. V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84858708417&partnerID=40&md5=ebb084ccf4a5d637226c38b0e05b9bf0, http://linkinghub.elsevier.com/retrieve/pii/S0040402012001627}, year = {2012}, date = {2012-01-01}, journal = {Tetrahedron}, volume = {68}, number = {14}, pages = {3098-3102}, abstract = {Heating of N-{2-[(R-amino)carbonyl]phenyl}prolinamides in triethyl orthoformate solution was found to give 6-R-5,6,6a,8,9,10,10a,11- octahydropyrrolo[1′,2′:3,4]imidazo[1,2-a]quinazoline-5,11-diones. Similar reaction of N-{2-[(R-amino)carbonyl]phenyl}thiazolidine-4-carboxamides afforded 6-R-5,6,6a,10,10a,11-hexahydrothiazolo[3′,4′:3,4]imidazo[1, 2-a]quinazoline-5,11-diones. The relative configuration of C-6a and C-10a centres of the tetracyclic compounds obtained was assigned as trans on the basis of X-ray crystallographic study. © 2012 Elsevier Ltd. All rights reserved.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Heating of N-{2-[(R-amino)carbonyl]phenyl}prolinamides in triethyl orthoformate solution was found to give 6-R-5,6,6a,8,9,10,10a,11- octahydropyrrolo[1′,2′:3,4]imidazo[1,2-a]quinazoline-5,11-diones. Similar reaction of N-{2-[(R-amino)carbonyl]phenyl}thiazolidine-4-carboxamides afforded 6-R-5,6,6a,10,10a,11-hexahydrothiazolo[3′,4′:3,4]imidazo[1, 2-a]quinazoline-5,11-diones. The relative configuration of C-6a and C-10a centres of the tetracyclic compounds obtained was assigned as trans on the basis of X-ray crystallographic study. © 2012 Elsevier Ltd. All rights reserved. |
| 38. | Ivanov, Yu.; Stepanov,; Yavolovskii,; Shishkin,; D’yakonenko,; Kamalov, Crown ethers based on bis(benzimidazol-2-yl)alkanes and 1,2-bis(benzimidazol-2-ylsulfanyl)ethane (Journal Article) Russian Journal of General Chemistry, 82 (1), pp. 144-148, 2012. @article{Ivanov2012144, title = {Crown ethers based on bis(benzimidazol-2-yl)alkanes and 1,2-bis(benzimidazol-2-ylsulfanyl)ethane}, author = {Ivanov, Yu. E. and Stepanov, D. E. and Yavolovskii, A. A. and Shishkin, O. V. and D’yakonenko, V. V. and Kamalov, G. L.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84860208115&partnerID=40&md5=d797edc2e3472d10943313dd6e6321d5, http://www.springerlink.com/index/10.1134/S1070363212010239}, year = {2012}, date = {2012-01-01}, journal = {Russian Journal of General Chemistry}, volume = {82}, number = {1}, pages = {144-148}, abstract = {Dibenzimidazo crown ethers were synthesized by alkylation of $alpha$,$omega$-bis(benzimidazol-2-yl)alkanes and 1,2-bis(benzimidazol-2- ylsulfanyl)ethane with tri- and tetraethylene glycol bis(4-toluenesulfonates). The structure of 6,7,9,10,12,13,21,22-octahydro[1,14,6,9,4,11] dioxadithiadiazacyclohexadecino[4,5-a:11,10-a′]dibenzimidazole was studied by X-ray analysis © 2012 Pleiades Publishing, Ltd.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Dibenzimidazo crown ethers were synthesized by alkylation of $alpha$,$omega$-bis(benzimidazol-2-yl)alkanes and 1,2-bis(benzimidazol-2- ylsulfanyl)ethane with tri- and tetraethylene glycol bis(4-toluenesulfonates). The structure of 6,7,9,10,12,13,21,22-octahydro[1,14,6,9,4,11] dioxadithiadiazacyclohexadecino[4,5-a:11,10-a′]dibenzimidazole was studied by X-ray analysis © 2012 Pleiades Publishing, Ltd. |
| 37. | Kikot', Leonid; Lyapunov, Alexander; Zubatyuk, Roman; Shishkin, Oleg; Kirichenko, Tatiana Molecular Clip Based on Diphenylglycoluril and Catechol: Promising Building Block of Supramolecular Structures (Journal Article) Synlett, 23 (13), pp. 1897-1900, 2012. @article{Kikot2012, title = {Molecular Clip Based on Diphenylglycoluril and Catechol: Promising Building Block of Supramolecular Structures}, author = {Kikot', Leonid and Lyapunov, Alexander and Zubatyuk, Roman and Shishkin, Oleg and Kirichenko, Tatiana}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84864057436&partnerID=40&md5=adb382eb0dba909bf89deaeae2fb9a16, http://www.thieme-connect.de/DOI/DOI?10.1055/s-0032-1316569}, year = {2012}, date = {2012-01-01}, journal = {Synlett}, volume = {23}, number = {13}, pages = {1897-1900}, abstract = {A new diphenylglycoluril-based molecular clip containing catechol moieties was synthesized using protection-deprotection protocol. The structure and conformation of the new molecular clip and its methoxy precursor were further confirmed by single-crystal X-ray diffraction. © Georg Thieme Verlag.}, keywords = {}, pubstate = {published}, tppubtype = {article} } A new diphenylglycoluril-based molecular clip containing catechol moieties was synthesized using protection-deprotection protocol. The structure and conformation of the new molecular clip and its methoxy precursor were further confirmed by single-crystal X-ray diffraction. © Georg Thieme Verlag. |
| 36. | Kovalenko,; Cherepakha, Yu.; Kutrov,; Shishkin,; Shishkina, Oxidative bromination of imidazoheterocycle bromohydrates* (Journal Article) Chemistry of Heterocyclic Compounds, 47 (10), pp. 1280-1285, 2012. @article{Kovalenko20121, title = {Oxidative bromination of imidazoheterocycle bromohydrates*}, author = {Kovalenko, N. V. and Cherepakha, A. Yu. and Kutrov, G. P. and Shishkin, O. V. and Shishkina, S. V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84855492840&partnerID=40&md5=61de2ad46d4412c8c4a9214d1210a984, http://www.springerlink.com/index/10.1007/s10593-012-0903-8}, year = {2012}, date = {2012-01-01}, journal = {Chemistry of Heterocyclic Compounds}, volume = {47}, number = {10}, pages = {1280-1285}, abstract = {The behavior of imidazo[1,2-a]pyridinium, imidazo[1,2-a]pyrimidinium, and imidazo[2,1-b]thiazolium bromides derivatives in oxidative bromination reactions has been studied. It has been established that reaction products structures and their yields depend on the properties of the substituents in the bicycle and the oxidant concentration. © 2012 Springer Science+Business Media, Inc.}, keywords = {}, pubstate = {published}, tppubtype = {article} } The behavior of imidazo[1,2-a]pyridinium, imidazo[1,2-a]pyrimidinium, and imidazo[2,1-b]thiazolium bromides derivatives in oxidative bromination reactions has been studied. It has been established that reaction products structures and their yields depend on the properties of the substituents in the bicycle and the oxidant concentration. © 2012 Springer Science+Business Media, Inc. |
| 35. | Kovtunenko, Volodymyr; Potikha, Lyudmila; Sypchenko, Volodymyr; Zubatyuk, Roman; Shishkin, Oleg Synthesis of novel pyrido[1,2-b][2,4]benzodiazepine derivatives (Journal Article) Journal of Chemical Research, 36 (5), pp. 312-314, 2012. @article{Kovtunenko2012312, title = {Synthesis of novel pyrido[1,2-b][2,4]benzodiazepine derivatives}, author = {Kovtunenko, Volodymyr O. and Potikha, Lyudmila M. and Sypchenko, Volodymyr V. and Zubatyuk, Roman I. and Shishkin, Oleg V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84864627043&partnerID=40&md5=e1321b9edb7ecf7c0ddc7911b9a5386c, http://openurl.ingenta.com/content/xref?genre=article&issn=1747-5198&volume=36&issue=5&spage=312}, year = {2012}, date = {2012-01-01}, journal = {Journal of Chemical Research}, volume = {36}, number = {5}, pages = {312-314}, abstract = {A new method based on the reaction of [2-(bromomethyl)phenyl](4- chlorophenyl)methanone with pyridine-2-amines has been used for the synthesis of 6-(4-chlorophenyl)-11H-pyrido[1,2-b][2,4]benzodiazepin-12-ium salts. The quaternary pyridinium salts, which were formed on the first stage, gave the pyrido[1,2-b][2,4]benzodiazepine system upon heating with acids.}, keywords = {}, pubstate = {published}, tppubtype = {article} } A new method based on the reaction of [2-(bromomethyl)phenyl](4- chlorophenyl)methanone with pyridine-2-amines has been used for the synthesis of 6-(4-chlorophenyl)-11H-pyrido[1,2-b][2,4]benzodiazepin-12-ium salts. The quaternary pyridinium salts, which were formed on the first stage, gave the pyrido[1,2-b][2,4]benzodiazepine system upon heating with acids. |
| 34. | b Kozachuk,; Rusanova,; Nesterova,; Zubatyuk,; d Shishkin, Tetrakis($mu$ 2-cyanido-k 2C:N)dicyanido- tetrakis[tris(2-aminoethyl)amine-k 3N,N′,N″, N′″]tetracopper(II)iron(II) bis[pentacyanidonitrosoferrate(II)] hexahydrate (Journal Article) Acta Crystallographica Section E: Structure Reports Online, 68 (10), pp. m1266-m1267, 2012. @article{Kozachuk2012, title = {Tetrakis($mu$ 2-cyanido-k 2C:N)dicyanido- tetrakis[tris(2-aminoethyl)amine-k 3N,N′,N″, N′″]tetracopper(II)iron(II) bis[pentacyanidonitrosoferrate(II)] hexahydrate}, author = {Kozachuk, O.V.a b and Rusanova, J.A.a and Nesterova, O.V.a and Zubatyuk, R.c and Shishkin, O.V.c d}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84867203418&partnerID=40&md5=8dfbd4f5d6934b85b9623c7f7168c8cc}, year = {2012}, date = {2012-01-01}, journal = {Acta Crystallographica Section E: Structure Reports Online}, volume = {68}, number = {10}, pages = {m1266-m1267}, abstract = {The asymmetric unit of the title complex, [Cu 4Fe(CN) 6-(C 6H 18N 4) 4][Fe(CN) 5(NO)] 2•6H 2O, comprises a complex [{Cu(tren)CN} 4Fe(CN) 2] 4+ [tren is tris(2-aminoethyl)amine] cation, which exhibits 1 symmetry with the terminal cyanide ligands oriented trans to each other, and two [Fe(CN) 5(NO)] 2• nitroprussiate counter-anions. In the crystal, N-H•••N hydrogen-bonding interactions are observed between H atoms on the primary amine groups of the tren ligand and the terminal cyanide groups of the nitroprussiate counter-ions. The N atom in the terminal CN ligand of the cation is equally disordered over two positions. The structure also contains disordered lattice water molecules. Their contribution was eliminated from the refinement using the procedure described by van der Sluis & Spek (1990).}, keywords = {}, pubstate = {published}, tppubtype = {article} } The asymmetric unit of the title complex, [Cu 4Fe(CN) 6-(C 6H 18N 4) 4][Fe(CN) 5(NO)] 2•6H 2O, comprises a complex [{Cu(tren)CN} 4Fe(CN) 2] 4+ [tren is tris(2-aminoethyl)amine] cation, which exhibits 1 symmetry with the terminal cyanide ligands oriented trans to each other, and two [Fe(CN) 5(NO)] 2• nitroprussiate counter-anions. In the crystal, N-H•••N hydrogen-bonding interactions are observed between H atoms on the primary amine groups of the tren ligand and the terminal cyanide groups of the nitroprussiate counter-ions. The N atom in the terminal CN ligand of the cation is equally disordered over two positions. The structure also contains disordered lattice water molecules. Their contribution was eliminated from the refinement using the procedure described by van der Sluis & Spek (1990). |
| 33. | Lipson,; Svetlichnaya,; Shirobokov,; Musatov,; Shishkin,; Shishkina, Cascade cyclization of 1,2-diamino-4-phenylimidazole with aromatic aldehydes and cyclohexanediones (Journal Article) Russian Journal of Organic Chemistry, 48 (2), pp. 273-277, 2012. @article{Lipson2012273, title = {Cascade cyclization of 1,2-diamino-4-phenylimidazole with aromatic aldehydes and cyclohexanediones}, author = {Lipson, V.V.a V. and Svetlichnaya, N. V. and Shirobokov, M.G.a G. and Musatov, V. I. and Shishkin, O. V. and Shishkina, S. V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84859581262&partnerID=40&md5=15a2611964d309871052eab77466b03c, http://www.springerlink.com/index/10.1134/S1070428012020182}, year = {2012}, date = {2012-01-01}, journal = {Russian Journal of Organic Chemistry}, volume = {48}, number = {2}, pages = {273-277}, abstract = {The three-component condensation of 1,2-diamino-4-phenylimidazole with aromatic aldehydes and 1,3-cyclohexanediones occurred regioselectively and afforded 3-amino-1-phenyl-10-aryl-7,8-dihydroimidazo[1,5-b] cinnolin-9(5H,6H, 10H)-ones. © Pleiades Publishing, Ltd., 2012.}, keywords = {}, pubstate = {published}, tppubtype = {article} } The three-component condensation of 1,2-diamino-4-phenylimidazole with aromatic aldehydes and 1,3-cyclohexanediones occurred regioselectively and afforded 3-amino-1-phenyl-10-aryl-7,8-dihydroimidazo[1,5-b] cinnolin-9(5H,6H, 10H)-ones. © Pleiades Publishing, Ltd., 2012. |
| 32. | Lipson, Victoria; Svetlichnaya, Nataliya; Borodina, Victoria; Shirobokova, Maria; Desenko, Sergey; Musatov, Vladimir; Shishkina, Svetlana; Shishkin, Oleg; Zubatyuk, Roman Formylation of 4,7-Dihydro-1,2,4-triazolo[1,5- a ]pyrimidines Using Vilsmeier-Haack Conditions (Journal Article) Journal of Heterocyclic Chemistry, 49 (5), pp. 1019-1025, 2012. @article{Lipson20121019, title = {Formylation of 4,7-Dihydro-1,2,4-triazolo[1,5- a ]pyrimidines Using Vilsmeier-Haack Conditions}, author = {Lipson, Victoria V. and Svetlichnaya, Nataliya V. and Borodina, Victoria V. and Shirobokova, Maria G. and Desenko, Sergey M. and Musatov, Vladimir I. and Shishkina, Svetlana V. and Shishkin, Oleg V. and Zubatyuk, Roman I.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84868131286&partnerID=40&md5=8e2dc96af13e35c910439ddaaca0a4f0, http://doi.wiley.com/10.1002/jhet.875}, year = {2012}, date = {2012-01-01}, journal = {Journal of Heterocyclic Chemistry}, volume = {49}, number = {5}, pages = {1019-1025}, abstract = {Formylation of 5-methyl-7-phenyl-4,7-dihydro-1,2,4-triazolo[1,5-a] pyrimidine 1a using Vilsmeier-Haack conditions yields 5-methyl-7-phenyl-4,7- dihydro-1,2,4-triazolo[1,5-a]pyrimidin-6-ylcarbaldehyde 3a. 5,7-Diaryl-4,7- dihydro-1,2,4-triazolo[1,5-a]pyrimidines 1b,c in this reaction apart from formylation undergo recyclization into 5-aryl-1,2,4-triazolo[1,5-a]pyrimidin-6- ylmethane derivatives 4b,c, 5b,c, and 6. The structure of the synthesized compounds was determined on the basis of NMR, IR, and MS spectroscopic data and confirmed by the X-ray analysis of the 6-(ethoxy-phenyl-methyl)-5-phenyl-[1,2,4] triazolo[1,5-a]pyrimidine 6, 5-phenyl-6-(1-phenyl-vinyl)-[1,2,4]triazolo[1,5-a] pyrimidine 11, and 7-phenyl-6-(1-phenyl-vinyl)-[1,2,4]triazolo[4,3-a]pyrimidine 12. © 2012 HeteroCorporation.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Formylation of 5-methyl-7-phenyl-4,7-dihydro-1,2,4-triazolo[1,5-a] pyrimidine 1a using Vilsmeier-Haack conditions yields 5-methyl-7-phenyl-4,7- dihydro-1,2,4-triazolo[1,5-a]pyrimidin-6-ylcarbaldehyde 3a. 5,7-Diaryl-4,7- dihydro-1,2,4-triazolo[1,5-a]pyrimidines 1b,c in this reaction apart from formylation undergo recyclization into 5-aryl-1,2,4-triazolo[1,5-a]pyrimidin-6- ylmethane derivatives 4b,c, 5b,c, and 6. The structure of the synthesized compounds was determined on the basis of NMR, IR, and MS spectroscopic data and confirmed by the X-ray analysis of the 6-(ethoxy-phenyl-methyl)-5-phenyl-[1,2,4] triazolo[1,5-a]pyrimidine 6, 5-phenyl-6-(1-phenyl-vinyl)-[1,2,4]triazolo[1,5-a] pyrimidine 11, and 7-phenyl-6-(1-phenyl-vinyl)-[1,2,4]triazolo[4,3-a]pyrimidine 12. © 2012 HeteroCorporation. |
| 31. | Marchenko, Anatoliy; Koidan, Heorgiy; Hurieva, Anastasiia; Pervak, Igor; Shishkina, Svitlana; Shishkin, Oleg; Kostyuk, Aleksandr Stable N-Heterocyclic Carbenes: N-Alkyl-N′-phosphanylbenzimidazol-2-ylidenes (Journal Article) European Journal of Organic Chemistry, 2012 (21), pp. 4018-4033, 2012. @article{Marchenko20124018, title = {Stable N-Heterocyclic Carbenes: N-Alkyl-N′-phosphanylbenzimidazol-2-ylidenes}, author = {Marchenko, Anatoliy P. and Koidan, Heorgiy N. and Hurieva, Anastasiia N. and Pervak, Igor I. and Shishkina, Svitlana V. and Shishkin, Oleg V. and Kostyuk, Aleksandr N.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84863966821&partnerID=40&md5=bce0b8960571ae1045e679c4cfbededf, http://doi.wiley.com/10.1002/ejoc.201200282}, year = {2012}, date = {2012-01-01}, journal = {European Journal of Organic Chemistry}, volume = {2012}, number = {21}, pages = {4018-4033}, abstract = {Three original approaches to the synthesis of N-alkyl-N'- phosphanylbenzimidazolium salts, which are precursors of the corresponding carbenes, were developed. New stable N-alkyl-N'-phosphanylbenzimidazol-2- ylidenes were prepared in good yields. X-ray analysis of a carbene was made and the chemical properties of the carbenes were studied. The reactions with O-, N-, and C-nucleophiles were found to proceed with or without cleavage of the P-N bond. Thermal rearrangement of the carbenes afforded 2-phosphorylated benzimidazoles. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Three original approaches to the synthesis of N-alkyl-N'- phosphanylbenzimidazolium salts, which are precursors of the corresponding carbenes, were developed. New stable N-alkyl-N'-phosphanylbenzimidazol-2- ylidenes were prepared in good yields. X-ray analysis of a carbene was made and the chemical properties of the carbenes were studied. The reactions with O-, N-, and C-nucleophiles were found to proceed with or without cleavage of the P-N bond. Thermal rearrangement of the carbenes afforded 2-phosphorylated benzimidazoles. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. |
| 30. | Milokhov, Demyd; Khilya, Olga; Volovenko, Yulian; Palamarchuk, Gennady; Shishkin, Oleg Reaction of 2-Hetaryl-2-(tetrahydro-2-furanyliden)acetonitriles with 1,3-N,N-Binucleophiles (Journal Article) Synlett, 23 (14), pp. 2063-2068, 2012. @article{Milokhov20122063, title = {Reaction of 2-Hetaryl-2-(tetrahydro-2-furanyliden)acetonitriles with 1,3-N,N-Binucleophiles}, author = {Milokhov, Demyd and Khilya, Olga and Volovenko, Yulian and Palamarchuk, Gennady and Shishkin, Oleg}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84864713641&partnerID=40&md5=939a63947bb103f85a381585b96f6975, http://www.thieme-connect.de/DOI/DOI?10.1055/s-0031-1290435}, year = {2012}, date = {2012-01-01}, journal = {Synlett}, volume = {23}, number = {14}, pages = {2063-2068}, abstract = {The reactions of 2-hetaryl-2-(tetrahydro-2-furanyliden)acetonitriles with 1,3-N,N-binucleophiles have been investigated. The mechanisms of the reactions have been discussed. Domino reactions of 2-hetaryl-2-(tetrahydro-2-furanyliden) acetonitriles with amidines can provide an efficient access to 3-[2-substituted 6-amino-5-hetaryl-4-pyrimidinyl]-1-propanols. © Georg Thieme Verlag Stuttgart New York.}, keywords = {}, pubstate = {published}, tppubtype = {article} } The reactions of 2-hetaryl-2-(tetrahydro-2-furanyliden)acetonitriles with 1,3-N,N-binucleophiles have been investigated. The mechanisms of the reactions have been discussed. Domino reactions of 2-hetaryl-2-(tetrahydro-2-furanyliden) acetonitriles with amidines can provide an efficient access to 3-[2-substituted 6-amino-5-hetaryl-4-pyrimidinyl]-1-propanols. © Georg Thieme Verlag Stuttgart New York. |
| 29. | Moroz, Olesia; Trush, Victor; Znovjyak, Kateryna; Konovalova, Irina; Omelchenko, Iryna; Sliva, Tetyana Yu.; Shishkin, Oleg; Amirkhanov, Vladimir Synthesis and crystal structures of new potential chelating sulfonylamidophosphate ligands (Journal Article) Journal of Molecular Structure, 1017 , pp. 109-114, 2012. @article{Moroz2012109, title = {Synthesis and crystal structures of new potential chelating sulfonylamidophosphate ligands}, author = {Moroz, Olesia V. and Trush, Victor A. and Znovjyak, Kateryna O. and Konovalova, Irina S. and Omelchenko, Iryna V. and Sliva, Tetyana Yu. and Shishkin, Oleg V. and Amirkhanov, Vladimir M.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84862099313&partnerID=40&md5=dc2dd824d08cf69161b18ec4ea0b9f32, http://linkinghub.elsevier.com/retrieve/pii/S0022286012002189}, year = {2012}, date = {2012-01-01}, journal = {Journal of Molecular Structure}, volume = {1017}, pages = {109-114}, abstract = {Sulfonylamidophosphates with formula PhSO 2NHP(O)(OR) 2 (HL1: R = PhCH 2; HL2: R = p-MeC 6H 4) and (p-C 6H 4SO 2NHP(O)(OMe) 2) 2 (H 2L3) were synthesized via a three-step procedure based on Kirsanov reaction. Sodium salts NaL1, NaL2 and Na 2L3 were prepared from the corresponding sulfonylamidophosphates to explore their acid nature of the imide nitrogen. The products were characterized by means of 1H, 31P NMR and IR spectroscopies and elemental analysis. Crystal structures of HL2, H 2L3 and NaL2 were determined using X-ray crystallography. HL2 produces a dimeric aggregate via intermolecular hydrogen bonding. In contrast, H 2L3 and NaL2 form 1D polymeric chains. © 2012 Elsevier B.V. All rights reserved.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Sulfonylamidophosphates with formula PhSO 2NHP(O)(OR) 2 (HL1: R = PhCH 2; HL2: R = p-MeC 6H 4) and (p-C 6H 4SO 2NHP(O)(OMe) 2) 2 (H 2L3) were synthesized via a three-step procedure based on Kirsanov reaction. Sodium salts NaL1, NaL2 and Na 2L3 were prepared from the corresponding sulfonylamidophosphates to explore their acid nature of the imide nitrogen. The products were characterized by means of 1H, 31P NMR and IR spectroscopies and elemental analysis. Crystal structures of HL2, H 2L3 and NaL2 were determined using X-ray crystallography. HL2 produces a dimeric aggregate via intermolecular hydrogen bonding. In contrast, H 2L3 and NaL2 form 1D polymeric chains. © 2012 Elsevier B.V. All rights reserved. |
| 28. | Omelchenko, Irina; Shishkin, Oleg; Gorb, Leonid; Hill, Frances; Leszczynski, Jerzy Properties, aromaticity, and substituents effects in poly nitro- and amino-substituted benzenes (Journal Article) Structural Chemistry, 23 (5), pp. 1585-1597, 2012. @article{Omelchenko20121585, title = {Properties, aromaticity, and substituents effects in poly nitro- and amino-substituted benzenes}, author = {Omelchenko, Irina V. and Shishkin, Oleg V. and Gorb, Leonid and Hill, Frances C. and Leszczynski, Jerzy}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84867232554&partnerID=40&md5=9cb3df8bdc7cbfe77fb6794739d00127, http://www.springerlink.com/index/10.1007/s11224-012-9971-8}, year = {2012}, date = {2012-01-01}, journal = {Structural Chemistry}, volume = {23}, number = {5}, pages = {1585-1597}, abstract = {Geometrical parameters, aromaticity, and conformational flexibility of the set of polysubstituted benzenes with different number and position of nitro and amino groups were calculated at the MP2/cc-pvdz level of theory. The key factor for structural and energetic changes has been identified. This is related to the presence of nitro and amino groups in vicinal positions that forms strong intramolecular resonance-assisted hydrogen bonds with a binding energy of 7-14 kcal/mol. Increasing number of such bonds facilitates a cooperative effect, inducing notable changes in molecular geometry (particularly increasing bond alternation within H 2N-C-C-NO 2 fragment and planarization of amino group), drastic increasing of conformational flexibility and decreasing of aromaticity. In spite of well-known $pi$-electron effects of nitro and amino substituents, influence of their push-pull interaction through aromatic moiety is negligible compared to the effect of the hydrogen bonding. That results in great difference of the ortho-isomers as compared to meta-and para-isomers. © 2012 Springer Science+Business Media, LLC.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Geometrical parameters, aromaticity, and conformational flexibility of the set of polysubstituted benzenes with different number and position of nitro and amino groups were calculated at the MP2/cc-pvdz level of theory. The key factor for structural and energetic changes has been identified. This is related to the presence of nitro and amino groups in vicinal positions that forms strong intramolecular resonance-assisted hydrogen bonds with a binding energy of 7-14 kcal/mol. Increasing number of such bonds facilitates a cooperative effect, inducing notable changes in molecular geometry (particularly increasing bond alternation within H 2N-C-C-NO 2 fragment and planarization of amino group), drastic increasing of conformational flexibility and decreasing of aromaticity. In spite of well-known $pi$-electron effects of nitro and amino substituents, influence of their push-pull interaction through aromatic moiety is negligible compared to the effect of the hydrogen bonding. That results in great difference of the ortho-isomers as compared to meta-and para-isomers. © 2012 Springer Science+Business Media, LLC. |
| 27. | Omelchenko, Irina; Shishkin, Oleg; Gorb, Leonid; Hill, Frances; Leszczynski, Jerzy Substituent effects and aromaticity of six-membered heterocycles (Journal Article) Structural Chemistry, pp. 1-9, 2012. @article{Omelchenko20121, title = {Substituent effects and aromaticity of six-membered heterocycles}, author = {Omelchenko, Irina V. and Shishkin, Oleg V. and Gorb, Leonid and Hill, Frances C. and Leszczynski, Jerzy}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84866113685&partnerID=40&md5=3190efcf88c2968090bfbd278fa826a3, http://www.springerlink.com/index/10.1007/s11224-012-0124-x}, year = {2012}, date = {2012-01-01}, journal = {Structural Chemistry}, pages = {1-9}, abstract = {Structure, aromaticity, relative stability, and conformational flexibility of nitro and amino substituted monoheterocyclic analogous of benzene were studied by ab initio quantum-chemical method at MP2/aug-cc-pvDZ level of theory. Amino derivatives were found to be slightly less aromatic than nitro derivatives. Strong push-pull interactions were found in $alpha$- and $gamma$-aminochalcogenopyrylium cations and, in less extent, in $alpha$- and $gamma$-aminopyrydines. These molecules are less aromatic but more stable, as compare to their $beta$-isomers. All heterocycles with 3rd and 4th row heteroatoms reveal C-NO 2 bond elongation accompanied by C-Heteroatom bond shortening in $beta$-nitro isomers, and strong inequality of two endocyclic C-Heteroatom bonds in $alpha$-amino isomers. © 2012 Springer Science+Business Media, LLC.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Structure, aromaticity, relative stability, and conformational flexibility of nitro and amino substituted monoheterocyclic analogous of benzene were studied by ab initio quantum-chemical method at MP2/aug-cc-pvDZ level of theory. Amino derivatives were found to be slightly less aromatic than nitro derivatives. Strong push-pull interactions were found in $alpha$- and $gamma$-aminochalcogenopyrylium cations and, in less extent, in $alpha$- and $gamma$-aminopyrydines. These molecules are less aromatic but more stable, as compare to their $beta$-isomers. All heterocycles with 3rd and 4th row heteroatoms reveal C-NO 2 bond elongation accompanied by C-Heteroatom bond shortening in $beta$-nitro isomers, and strong inequality of two endocyclic C-Heteroatom bonds in $alpha$-amino isomers. © 2012 Springer Science+Business Media, LLC. |
| 26. | Orlov,; Kharchenko, Yu.; Gella,; Omel’chenko,; Shishkin, Chemistry of Heterocyclic Compounds, 48 (8), pp. 1204-1212, 2012. @article{Orlov20121, title = {Reactions of ketene aminals with n-arylmaleimides and dimethyl acetylenedicarboxylate, a direct pathway to derivatives of pyrrolo[1,2-a]imidazole and imidazo[1,2-a]pyridine}, author = {Orlov, V. D. and Kharchenko, Yu. V. and Gella, I. M. and Omel’chenko, I. V. and Shishkin, O. V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84868606475&partnerID=40&md5=0cd93b8542799ad8b28d994868009063, http://www.springerlink.com/index/10.1007/s10593-012-1123-y}, year = {2012}, date = {2012-01-01}, journal = {Chemistry of Heterocyclic Compounds}, volume = {48}, number = {8}, pages = {1204-1212}, abstract = {The addition of N-arylmaleimides or dimethyl acetylenedicarboxylate to 2-imidazolideneacetophenones proceeds at the most nucleophilic carbon atom of the acetophenone derivatives and results in a rearrangement to give derivatives of 5-oxo-2,3,5,6-tetrahydro-1H-pyrrolo[1,2-a]imidazole or imidazo[1,2-a]pyridine, respectively. In the case of 2-imidazolidenecyclopentanones and 2-imidazolidine-cyclohexanones, the reaction terminates upon the addition of imide or dimethyl acetylenedicarboxylate at the nitrogen atom of the imidazoline system. © 2012 Springer Science+Business Media New York.}, keywords = {}, pubstate = {published}, tppubtype = {article} } The addition of N-arylmaleimides or dimethyl acetylenedicarboxylate to 2-imidazolideneacetophenones proceeds at the most nucleophilic carbon atom of the acetophenone derivatives and results in a rearrangement to give derivatives of 5-oxo-2,3,5,6-tetrahydro-1H-pyrrolo[1,2-a]imidazole or imidazo[1,2-a]pyridine, respectively. In the case of 2-imidazolidenecyclopentanones and 2-imidazolidine-cyclohexanones, the reaction terminates upon the addition of imide or dimethyl acetylenedicarboxylate at the nitrogen atom of the imidazoline system. © 2012 Springer Science+Business Media New York. |
| 25. | Raspertova, Ilona; Ovchynnikov, Vladimir; Shishkin, Oleg; Lampeka, Rostislav Synthesis and crystal structure of cobalt(II) and copper(II) complexes of 3,3′-biisoxazolidines as chelating ligands (Journal Article) Transition Metal Chemistry, 37 (7), pp. 607-610, 2012. @article{Raspertova2012607, title = {Synthesis and crystal structure of cobalt(II) and copper(II) complexes of 3,3′-biisoxazolidines as chelating ligands}, author = {Raspertova, Ilona V. and Ovchynnikov, Vladimir A. and Shishkin, Oleg V. and Lampeka, Rostislav D.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84869094889&partnerID=40&md5=4a288bd0b65a3bcd86b9ef4c4687552d, http://www.springerlink.com/index/10.1007/s11243-012-9626-z}, year = {2012}, date = {2012-01-01}, journal = {Transition Metal Chemistry}, volume = {37}, number = {7}, pages = {607-610}, abstract = {New mononuclear Cu(II) and Co(II) complexes [Cu{L 1}(NO 3) 2].H 2O (1) and [Co{L2}(H2O)3)](NO3)2 (2), with conformationally flexible isoxazolidine ligands, namely 3,30-bi{2-methyl-5-phenyl}isoxazolidine (L 1) and 3,30-bi{2-methyl-5- pyridyl}isoxazolidine (L 2), were synthesized and characterized. X-ray crystallographical analysis reveals that the Cu(II) atoms adopt a distorted octahedral environment. The ligand L 1 forms five-membered chelates via the isoxazolidine nitrogen atoms. The Co(II) atom in 2 is in a distorted octahedral geometry. The ligand L 2 coordinates the metal center with formation of two chelate rings, involving donors of two isoxazolidine and pyridyl groups. In the complex cation, three donor atoms of the ligand occupy the MN3 facial positions. © Springer Science+Business Media B.V. 2012.}, keywords = {}, pubstate = {published}, tppubtype = {article} } New mononuclear Cu(II) and Co(II) complexes [Cu{L 1}(NO 3) 2].H 2O (1) and [Co{L2}(H2O)3)](NO3)2 (2), with conformationally flexible isoxazolidine ligands, namely 3,30-bi{2-methyl-5-phenyl}isoxazolidine (L 1) and 3,30-bi{2-methyl-5- pyridyl}isoxazolidine (L 2), were synthesized and characterized. X-ray crystallographical analysis reveals that the Cu(II) atoms adopt a distorted octahedral environment. The ligand L 1 forms five-membered chelates via the isoxazolidine nitrogen atoms. The Co(II) atom in 2 is in a distorted octahedral geometry. The ligand L 2 coordinates the metal center with formation of two chelate rings, involving donors of two isoxazolidine and pyridyl groups. In the complex cation, three donor atoms of the ligand occupy the MN3 facial positions. © Springer Science+Business Media B.V. 2012. |
| 24. | Saraeva,; Khoroshilov,; Zubatyuk,; Shishkin, Russian Journal of General Chemistry, 82 (4), pp. 744-748, 2012. @article{Saraevaa2012744, title = {Mukaiyama reagents in the synthesis of (E)-2-(1H-benzo[d]imidazol-2-yl)-2-[1-alkylpyridin-2(1H)ylidene]acetonitriles and their further electronic rearrangements effected by the action of acids and alkylating agents}, author = {Saraeva, T. A. and Khoroshilov, G. E. and Zubatyuk, R. I. and Shishkin, O.V.b V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84863660762&partnerID=40&md5=cad944060e4a085b0f557aa609b2d0fb, http://www.springerlink.com/index/10.1134/S1070363212040238}, year = {2012}, date = {2012-01-01}, journal = {Russian Journal of General Chemistry}, volume = {82}, number = {4}, pages = {744-748}, abstract = {Reactions of N-alkyl-2-chloropyridinium salts with benzimidazolylacetonitriles result in (E)-2-(1H-benzo[d ]imidazol-2-yl)-2-[1- alkylpyridin-2(1H)-ylidene]acetonitriles. The alkylation of the latter with $omega$-bromoacetophenones in boiling acetone may gives rise to the N-alkylated salts, which are stabilized in two configurations, Z and E. The heating of the salts in acetonitrile causes their transformation into 2-({1H-benzo[d ]-imidazol-2(3H)-ylidene}(cyano)methyl)-1-methylpyridinium bromide due to the dearoylmethylation. The structure of the latter was proved by the XRD analysis. © 2012 Pleiades Publishing, Ltd.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Reactions of N-alkyl-2-chloropyridinium salts with benzimidazolylacetonitriles result in (E)-2-(1H-benzo[d ]imidazol-2-yl)-2-[1- alkylpyridin-2(1H)-ylidene]acetonitriles. The alkylation of the latter with $omega$-bromoacetophenones in boiling acetone may gives rise to the N-alkylated salts, which are stabilized in two configurations, Z and E. The heating of the salts in acetonitrile causes their transformation into 2-({1H-benzo[d ]-imidazol-2(3H)-ylidene}(cyano)methyl)-1-methylpyridinium bromide due to the dearoylmethylation. The structure of the latter was proved by the XRD analysis. © 2012 Pleiades Publishing, Ltd. |
| 23. | Sedash, Yuriy; Gorobets, Nikolay Yu.; Chebanov, Valentin; Konovalova, Irina; Shishkin, Oleg; Desenko, Sergey Dotting the i's in three-component Biginelli-like condensations using 3-amino-1,2,4-triazole as a 1,3-binucleophile (Journal Article) RSC Advances, 2 (17), pp. 6719, 2012. @article{Sedash20126719, title = {Dotting the i's in three-component Biginelli-like condensations using 3-amino-1,2,4-triazole as a 1,3-binucleophile}, author = {Sedash, Yuriy V. and Gorobets, Nikolay Yu. and Chebanov, Valentin A. and Konovalova, Irina S. and Shishkin, Oleg V. and Desenko, Sergey M.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84866480619&partnerID=40&md5=7d6ff2c98956a90fb05b0329b499f625, http://xlink.rsc.org/?DOI=c2ra20195j}, year = {2012}, date = {2012-01-01}, journal = {RSC Advances}, volume = {2}, number = {17}, pages = {6719}, abstract = {Alternative reaction pathways for Biginelli-like cyclocondensation reactions using 3-amino-1,2,4-triazole as a 1,3-binucleophile under different reaction conditions lead to several types of products. The literary data is generalized and discussed. Additional results going beyond the generalization are also revealed. © 2012 The Royal Society of Chemistry.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Alternative reaction pathways for Biginelli-like cyclocondensation reactions using 3-amino-1,2,4-triazole as a 1,3-binucleophile under different reaction conditions lead to several types of products. The literary data is generalized and discussed. Additional results going beyond the generalization are also revealed. © 2012 The Royal Society of Chemistry. |
| 22. | Semenaka, Valentyna; Nesterova, Oksana; Kokozay, Vladimir; Omelchenko, Irina; Shishkin, Oleg Hexa-kis-(dimethyl-formamide-$kappa$O)manganese(II) (dimethyl-formamide-$kappa$O)pentakis(-thio-cyanato-$kappa$N)chromate(III). (Journal Article) Acta crystallographica. Section E, Structure reports online, 68 (Pt 6), pp. m823, 2012. @article{Semenaka2012, title = {Hexa-kis-(dimethyl-formamide-$kappa$O)manganese(II) (dimethyl-formamide-$kappa$O)pentakis(-thio-cyanato-$kappa$N)chromate(III).}, author = {Semenaka, Valentyna V and Nesterova, Oksana V and Kokozay, Vladimir N and Omelchenko, Irina V and Shishkin, Oleg V}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84862273783&partnerID=40&md5=03818fa6897c5fa7f8f7c552b6d88992, http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=3379144&tool=pmcentrez&rendertype=abstract}, year = {2012}, date = {2012-01-01}, journal = {Acta crystallographica. Section E, Structure reports online}, volume = {68}, number = {Pt 6}, pages = {m823}, abstract = {The title compound, [Mn(C(3)H(7)NO)(6)][Cr(NCS)(5)(C(3)H(7)NO)], was obtained unintentionally as a product of an attempted synthesis of heterometallic complexes based on Reineckes anion using manganese powder, Reineckes salt and 1-(2-hy-droxy-eth-yl)tetra-zole as starting materials. The crystal structure of the complex consists of an [Mn(dmf)(6)](2+) cation and a [Cr(NCS)(5)(dmf)](2-) anion (dmf = dimethyl-formamide). The Mn(II) and Cr(III) atoms show a slightly distorted octa-hedral MnO(6) and CrN(5)O coordination geometries with adjacent angles in the range 85.29 (13)-95.96 (14)°.}, keywords = {}, pubstate = {published}, tppubtype = {article} } The title compound, [Mn(C(3)H(7)NO)(6)][Cr(NCS)(5)(C(3)H(7)NO)], was obtained unintentionally as a product of an attempted synthesis of heterometallic complexes based on Reineckes anion using manganese powder, Reineckes salt and 1-(2-hy-droxy-eth-yl)tetra-zole as starting materials. The crystal structure of the complex consists of an [Mn(dmf)(6)](2+) cation and a [Cr(NCS)(5)(dmf)](2-) anion (dmf = dimethyl-formamide). The Mn(II) and Cr(III) atoms show a slightly distorted octa-hedral MnO(6) and CrN(5)O coordination geometries with adjacent angles in the range 85.29 (13)-95.96 (14)°. |
| 21. | Shekhovtsov, Sergey; Omelchenko, Irina; Dyakonenko, Viktoriya; Shishkin, Oleg; Allmann, Rudolf; Libor, Thomas; Reichardt, Christian; Mchedlov-Petrossyan, Nikolay Synthesis and crystal structure determination of 2,6-di-tert-butyl-4-(2,4,6-triphenylpyridinium-1-yl)phenolate and its corresponding perchlorate salt (Journal Article) Dyes and Pigments, 92 (3), pp. 1394-1399, 2012. @article{Shekhovtsov20121394, title = {Synthesis and crystal structure determination of 2,6-di-tert-butyl-4-(2,4,6-triphenylpyridinium-1-yl)phenolate and its corresponding perchlorate salt}, author = {Shekhovtsov, Sergey V. and Omelchenko, Irina V. and Dyakonenko, Viktoriya V. and Shishkin, Oleg V. and Allmann, Rudolf and Libor, Thomas and Reichardt, Christian and Mchedlov-Petrossyan, Nikolay O.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-80054965164&partnerID=40&md5=04c654cc758b0510bcb9fbbbd01d4954, http://linkinghub.elsevier.com/retrieve/pii/S0143720811001860}, year = {2012}, date = {2012-01-01}, journal = {Dyes and Pigments}, volume = {92}, number = {3}, pages = {1394-1399}, abstract = {2,6-Di-tert-butyl-4-(2,4,6-triphenylpyridinium-1-yl)phenolate belongs to the class of negatively solvatochromic dyes commonly used for the empirical determination of solvent polarities. By way of exception, it crystallizes without any solvent of crystallization due to the presence of two bulky tert-butyl groups in the phenolate moiety. The synthesis of this hydrophobic betaine dye has been improved and an X-ray crystal structure analysis of this solventless zwitterionic dye and its protonated form (as a perchlorate salt) has been carried out. © 2011 Elsevier Ltd. All rights reserved.}, keywords = {}, pubstate = {published}, tppubtype = {article} } 2,6-Di-tert-butyl-4-(2,4,6-triphenylpyridinium-1-yl)phenolate belongs to the class of negatively solvatochromic dyes commonly used for the empirical determination of solvent polarities. By way of exception, it crystallizes without any solvent of crystallization due to the presence of two bulky tert-butyl groups in the phenolate moiety. The synthesis of this hydrophobic betaine dye has been improved and an X-ray crystal structure analysis of this solventless zwitterionic dye and its protonated form (as a perchlorate salt) has been carried out. © 2011 Elsevier Ltd. All rights reserved. |
| 20. | Shishkin, Oleg; Dyakonenko, Viktoriya; Maleev, Andrey Supramolecular architecture of crystals of fused hydrocarbons based on topology of intermolecular interactions (Journal Article) CrystEngComm, 14 (5), pp. 1795, 2012. @article{Shishkin20121795, title = {Supramolecular architecture of crystals of fused hydrocarbons based on topology of intermolecular interactions}, author = {Shishkin, Oleg V. and Dyakonenko, Viktoriya V. and Maleev, Andrey V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84856938167&partnerID=40&md5=01d62dfb233a32261fd52e5a8b91c0d7, http://xlink.rsc.org/?DOI=c2ce06336k}, year = {2012}, date = {2012-01-01}, journal = {CrystEngComm}, volume = {14}, number = {5}, pages = {1795}, abstract = {The supramolecular architecture of crystals of five fused hydrocarbons has been analyzed using an approach based on consideration of the energy of intermolecular interactions. This method allows unambiguous recognition of strongly bonded fragments of crystals which may be considered as the basic structural motif (BSM) of crystal packing. Replacement of molecules by energy-vector diagrams (hedgehogs) of their intermolecular interactions represents a very efficient tool for the graphical representation of crystal structure from the viewpoint of topology of intermolecular interactions, giving the possibility for easy determination of BSM. Application of this approach to crystal structures of fused hydrocarbons demonstrated the existence of two types of basic structural motifs, namely columns and layers. The presence of a specific BSM and its character (flat or corrugated) depends on the general shape of the molecule. Both basic structural motifs may exist in one crystal structure as different levels of crystal organization, or primary (columns) and secondary (layers of columns) basic structural motifs. © 2012 The Royal Society of Chemistry.}, keywords = {}, pubstate = {published}, tppubtype = {article} } The supramolecular architecture of crystals of five fused hydrocarbons has been analyzed using an approach based on consideration of the energy of intermolecular interactions. This method allows unambiguous recognition of strongly bonded fragments of crystals which may be considered as the basic structural motif (BSM) of crystal packing. Replacement of molecules by energy-vector diagrams (hedgehogs) of their intermolecular interactions represents a very efficient tool for the graphical representation of crystal structure from the viewpoint of topology of intermolecular interactions, giving the possibility for easy determination of BSM. Application of this approach to crystal structures of fused hydrocarbons demonstrated the existence of two types of basic structural motifs, namely columns and layers. The presence of a specific BSM and its character (flat or corrugated) depends on the general shape of the molecule. Both basic structural motifs may exist in one crystal structure as different levels of crystal organization, or primary (columns) and secondary (layers of columns) basic structural motifs. © 2012 The Royal Society of Chemistry. |
| 19. | Shishkin, Oleg; Konovalova, Irina; Zubatyuk, Roman; Palamarchuk, Gennady; Shishkina, Svitlana; Biitseva, Angelina; Rudenko, Igor; Tkachuk, Volodymyr; Kornilov, Mikhail Yu.; Hordiyenko, Olga; Leszczynski, Jerzy Remarkably strong polarization of amidine fragment in the crystals of 1-imino-1H-isoindol-3-amine (Journal Article) Structural Chemistry, pp. 1-9, 2012. @article{Shishkin20121, title = {Remarkably strong polarization of amidine fragment in the crystals of 1-imino-1H-isoindol-3-amine}, author = {Shishkin, Oleg V. and Konovalova, Irina S. and Zubatyuk, Roman I. and Palamarchuk, Gennady V. and Shishkina, Svitlana V. and Biitseva, Angelina V. and Rudenko, Igor V. and Tkachuk, Volodymyr A. and Kornilov, Mikhail Yu. and Hordiyenko, Olga V. and Leszczynski, Jerzy}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84866709205&partnerID=40&md5=53af6f541ce752b474c7d56ebd4f4eb4, http://www.springerlink.com/index/10.1007/s11224-012-0131-y}, year = {2012}, date = {2012-01-01}, journal = {Structural Chemistry}, pages = {1-9}, abstract = {Results of the X-ray diffraction studies of 1-imino-1 H-isoindol-3-amine and its derivatives reveal unusual distribution of bond lengths within the NH 2-C=N amidine fragment in the considered crystals. In the crystal phase, single C-N bond is shorter or at most has the same length as double C=N bond, while in isolated molecules both these bonds have expected lengths, according to the calculations by MP2/6-311G(d,p) and MP2/cc-pvtz methods. It is demonstrated that so unusually strong polarization of the amidine fragment is induced by polar environment in solid state. This effect stabilizes the amino-imino tautomer of 1-imino-1 H-isoindol-3-amine, which becomes more stable than the diimino tautomer possessing the lowest energy in the gas phase. © 2012 Springer Science+Business Media New York.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Results of the X-ray diffraction studies of 1-imino-1 H-isoindol-3-amine and its derivatives reveal unusual distribution of bond lengths within the NH 2-C=N amidine fragment in the considered crystals. In the crystal phase, single C-N bond is shorter or at most has the same length as double C=N bond, while in isolated molecules both these bonds have expected lengths, according to the calculations by MP2/6-311G(d,p) and MP2/cc-pvtz methods. It is demonstrated that so unusually strong polarization of the amidine fragment is induced by polar environment in solid state. This effect stabilizes the amino-imino tautomer of 1-imino-1 H-isoindol-3-amine, which becomes more stable than the diimino tautomer possessing the lowest energy in the gas phase. © 2012 Springer Science+Business Media New York. |
| 18. | Shishkin, Oleg; Dopieralski, Przemyslaw; Omelchenko, Irina; Gorb, Leonid; Latajka, Zdzislaw; Leszczynski, Jerzy Entropy versus aromaticity in the conformational dynamics of aromatic rings. (Journal Article) Journal of molecular modeling, pp. 1-5, 2012. @article{Shishkin20121, title = {Entropy versus aromaticity in the conformational dynamics of aromatic rings.}, author = {Shishkin, Oleg V and Dopieralski, Przemyslaw and Omelchenko, Irina V and Gorb, Leonid and Latajka, Zdzislaw and Leszczynski, Jerzy}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84869479945&partnerID=40&md5=1577048428c56f8268b33fd68c8fff4e, http://www.ncbi.nlm.nih.gov/pubmed/23179769}, year = {2012}, date = {2012-01-01}, journal = {Journal of molecular modeling}, pages = {1-5}, abstract = {Comparison of the results of Car-Parrinello molecular dynamics simulations of isolated benzene, pyrimidine and 1,2,4-triazine molecules reveals that the unusually low population of planar geometry of the benzene ring is caused by entropy effects despite its high aromaticity. The decrease in symmetry of the molecule results in smaller changes in entropy and Gibbs free energy due to out-of-plane deformations of the ring, leading to an increase in the population of planar geometry of the ring. This leads to differences in the topology of potential energy and Gibbs free energy surfaces.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Comparison of the results of Car-Parrinello molecular dynamics simulations of isolated benzene, pyrimidine and 1,2,4-triazine molecules reveals that the unusually low population of planar geometry of the benzene ring is caused by entropy effects despite its high aromaticity. The decrease in symmetry of the molecule results in smaller changes in entropy and Gibbs free energy due to out-of-plane deformations of the ring, leading to an increase in the population of planar geometry of the ring. This leads to differences in the topology of potential energy and Gibbs free energy surfaces. |
| 17. | Shishkina, Svetlana; Tarnovskiy, Andriy; Rozhkov, Vladimir; Shishkin, Oleg; Lukin, Oleg; Shivanyuk, Alexander Binding properties and self-assembly of C2v-symmetrical resorcin[4]arene tetrabenzoates (Journal Article) Tetrahedron, 68 (46), pp. 9429-9434, 2012. @article{Shishkina20129429, title = {Binding properties and self-assembly of C2v-symmetrical resorcin[4]arene tetrabenzoates}, author = {Shishkina, Svetlana V. and Tarnovskiy, Andriy and Rozhkov, Vladimir and Shishkin, Oleg V. and Lukin, Oleg and Shivanyuk, Alexander}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84867035424&partnerID=40&md5=2e6db043c1a0b45dd6dead9cd975a1d8, http://linkinghub.elsevier.com/retrieve/pii/S0040402012013816}, year = {2012}, date = {2012-01-01}, journal = {Tetrahedron}, volume = {68}, number = {46}, pages = {9429-9434}, abstract = {In the crystalline state two molecules of resorcin[4]arene tetrabenzoates and four chloride anions form molecular wraps containing two Et 3NH + cations. The structure and composition of the wraps depend on the length of the alkyl chains at the narrow rim of the macrocycle. Resorcin[4]arene tetrabenzoates interact with ammonium salts in CDCl 3. © 2012 Elsevier Ltd. All rights reserved.}, keywords = {}, pubstate = {published}, tppubtype = {article} } In the crystalline state two molecules of resorcin[4]arene tetrabenzoates and four chloride anions form molecular wraps containing two Et 3NH + cations. The structure and composition of the wraps depend on the length of the alkyl chains at the narrow rim of the macrocycle. Resorcin[4]arene tetrabenzoates interact with ammonium salts in CDCl 3. © 2012 Elsevier Ltd. All rights reserved. |
| 16. | Shtamburg, Vasiliy; Tsygankov, Alexander; Shishkin, Oleg; Zubatyuk, Roman; Shtamburg, Victor; Gerasimenko, Mikhail; Mazepa, Alexander; Kostyanovsky, Remir 1-Alkoxyamino-4-dimethylaminopyridinium derivatives as new representatives of O–N–N+ geminal systems and their structure† (Journal Article) Mendeleev Communications, 22 (2), pp. 92-94, 2012. @article{Shtamburg201292, title = {1-Alkoxyamino-4-dimethylaminopyridinium derivatives as new representatives of O–N–N+ geminal systems and their structure†}, author = {Shtamburg, Vasiliy G. and Tsygankov, Alexander V. and Shishkin, Oleg V. and Zubatyuk, Roman I. and Shtamburg, Victor V. and Gerasimenko, Mikhail V. and Mazepa, Alexander V. and Kostyanovsky, Remir G.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84859568487&partnerID=40&md5=22669f23748281202cb6bb72ac1878e6, http://linkinghub.elsevier.com/retrieve/pii/S0959943612000466}, year = {2012}, date = {2012-01-01}, journal = {Mendeleev Communications}, volume = {22}, number = {2}, pages = {92-94}, abstract = {N-Alkoxy-N-(4-dimethylaminopyridin-1-ium-1-yl)-substituted ureas, benzamides and N-tert-alkylamines were prepared by the reac tion of the corresponding (N-chloro-N-alkoxy)amino compounds with 4-dimethylaminopyridine. The XRD study of N-alkoxy-N-(4-dimethylaminopyridin-1-ium-1-yl)ureas has revealed the high pyramidality of the central nitrogen atom in O-N-N+ geminal system. © 2012 Mendeleev Communications. All rights reserved.}, keywords = {}, pubstate = {published}, tppubtype = {article} } N-Alkoxy-N-(4-dimethylaminopyridin-1-ium-1-yl)-substituted ureas, benzamides and N-tert-alkylamines were prepared by the reac tion of the corresponding (N-chloro-N-alkoxy)amino compounds with 4-dimethylaminopyridine. The XRD study of N-alkoxy-N-(4-dimethylaminopyridin-1-ium-1-yl)ureas has revealed the high pyramidality of the central nitrogen atom in O-N-N+ geminal system. © 2012 Mendeleev Communications. All rights reserved. |
| 15. | Shtamburg, Vasiliy; Tsygankov, Alexander; Shishkin, Oleg; Zubatyuk, Roman; Uspensky, Boris; Shtamburg, Victor; Mazepa, Alexander; Kostyanovsky, Remir The properties and structure of N-chloro-N-methoxy-4-nitrobenzamide (Journal Article) Mendeleev Communications, 22 (3), pp. 164-166, 2012. @article{Shtamburg2012164, title = {The properties and structure of N-chloro-N-methoxy-4-nitrobenzamide}, author = {Shtamburg, Vasiliy G. and Tsygankov, Alexander V. and Shishkin, Oleg V. and Zubatyuk, Roman I. and Uspensky, Boris V. and Shtamburg, Victor V. and Mazepa, Alexander V. and Kostyanovsky, Remir G.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84861621916&partnerID=40&md5=62a37603155c7a894044bdd62dd250dc, http://linkinghub.elsevier.com/retrieve/pii/S0959943612000806}, year = {2012}, date = {2012-01-01}, journal = {Mendeleev Communications}, volume = {22}, number = {3}, pages = {164-166}, abstract = {The XRD study of N-chloro-N-methoxy-4-nitrobenzamide revealed the high pyramidality degree of its amide nitrogen atom in O-N-Cl moiety. N-Chloro-N-methoxy-4-nitrobenzamide reacts with AcONa in MeCN selectively forming N-acetoxy-N-methoxy-4-nitrobenzamide, whereas its methanolysis in the presence of AcONa yields N,N'-bis(4-nitrobenzoyl)-N,N'-dimethoxyhydrazine. © 2012 Mendeleev Communications. All rights reserved.}, keywords = {}, pubstate = {published}, tppubtype = {article} } The XRD study of N-chloro-N-methoxy-4-nitrobenzamide revealed the high pyramidality degree of its amide nitrogen atom in O-N-Cl moiety. N-Chloro-N-methoxy-4-nitrobenzamide reacts with AcONa in MeCN selectively forming N-acetoxy-N-methoxy-4-nitrobenzamide, whereas its methanolysis in the presence of AcONa yields N,N'-bis(4-nitrobenzoyl)-N,N'-dimethoxyhydrazine. © 2012 Mendeleev Communications. All rights reserved. |
| 14. | Shyshkina, Olena; Tkachuk, Tetyana; Volovnenko, Tetiana; Volovenko, Yulian; Zubatyuk, Roman; Medviediev, Volodymyr; Shishkin, Oleg A novel synthesis and transformations of isothiochroman 2,2-dioxide (Journal Article) Tetrahedron Letters, 53 (33), pp. 4296-4299, 2012. @article{Shyshkina20124296, title = {A novel synthesis and transformations of isothiochroman 2,2-dioxide}, author = {Shyshkina, Olena O. and Tkachuk, Tetyana M. and Volovnenko, Tetiana A. and Volovenko, Yulian M. and Zubatyuk, Roman I. and Medviediev, Volodymyr V. and Shishkin, Oleg V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84864066859&partnerID=40&md5=9b485df5e99242b53e4fd633dd14d62a, http://linkinghub.elsevier.com/retrieve/pii/S004040391200963X}, year = {2012}, date = {2012-01-01}, journal = {Tetrahedron Letters}, volume = {53}, number = {33}, pages = {4296-4299}, abstract = {A convenient synthesis of isothiochromen-4-one 2,2-dioxide was carried out via cyclisation of o-cyanobenzyl thioacetate by a Thorpe reaction. The reactions of isothiochromen-4-one 2,2-dioxide with nitrogen-containing nucleophilic reagents have been investigated. © 2012 Elsevier Ltd. All rights reserved.}, keywords = {}, pubstate = {published}, tppubtype = {article} } A convenient synthesis of isothiochromen-4-one 2,2-dioxide was carried out via cyclisation of o-cyanobenzyl thioacetate by a Thorpe reaction. The reactions of isothiochromen-4-one 2,2-dioxide with nitrogen-containing nucleophilic reagents have been investigated. © 2012 Elsevier Ltd. All rights reserved. |
| 13. | Stepaniuk, Oleksandr; Matvienko, Vitalii; Kondratov, Ivan; Shishkin, Oleg; Volochnyuk, Dmitriy; Mykhailiuk, Pavel; Tolmachev, Andrei Regioselective Reactions of Ethyl (4,5-Dihydrofuran-3-yl)-2-oxoacetate and Ethyl 2-(3,4-Dihydro-2H-pyran-6-yl)-2-oxoacetate with 1-Unsubstituted Aminoazoles (Journal Article) Synthesis, 44 (06), pp. 895-902, 2012. @article{Stepaniuk2012895, title = {Regioselective Reactions of Ethyl (4,5-Dihydrofuran-3-yl)-2-oxoacetate and Ethyl 2-(3,4-Dihydro-2H-pyran-6-yl)-2-oxoacetate with 1-Unsubstituted Aminoazoles}, author = {Stepaniuk, Oleksandr and Matvienko, Vitalii and Kondratov, Ivan and Shishkin, Oleg and Volochnyuk, Dmitriy and Mykhailiuk, Pavel and Tolmachev, Andrei}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84858077548&partnerID=40&md5=5c8495e65ebd920e571cd2de3bb3c339, http://www.thieme-connect.de/DOI/DOI?10.1055/s-0031-1289733}, year = {2012}, date = {2012-01-01}, journal = {Synthesis}, volume = {44}, number = {06}, pages = {895-902}, abstract = {The reactions of ethyl (4,5-dihydrofuran-3-yl)-2-oxo-acetate and ethyl 2-(3,4-dihydro-2H-pyran-6-yl)-2-oxoacetate, as 1,3-bielectrophiles, with N-unsubstituted 5-aminoazoles, as N-C-N-binucleophiles, are the subject of this work. Regioselective heterocyclizations of ethyl 2-(3,4-dihydro-2H-pyran-6-yl)- 2-oxoacetate lead to 3-hydroxypropyl-7-ethoxycarbonyl substituted pyrazolo[1,5-a]pyrimidines and triazolo[1,5-a]pyrimidines whilst the corresponding reactions of ethyl (4,5-dihydrofuran-3-yl)-2-oxoacetate result in the formation of oxodihydropyrano[4,3-e] annulated products. © Georg Thieme Verlag Stuttgart • New York.}, keywords = {}, pubstate = {published}, tppubtype = {article} } The reactions of ethyl (4,5-dihydrofuran-3-yl)-2-oxo-acetate and ethyl 2-(3,4-dihydro-2H-pyran-6-yl)-2-oxoacetate, as 1,3-bielectrophiles, with N-unsubstituted 5-aminoazoles, as N-C-N-binucleophiles, are the subject of this work. Regioselective heterocyclizations of ethyl 2-(3,4-dihydro-2H-pyran-6-yl)- 2-oxoacetate lead to 3-hydroxypropyl-7-ethoxycarbonyl substituted pyrazolo[1,5-a]pyrimidines and triazolo[1,5-a]pyrimidines whilst the corresponding reactions of ethyl (4,5-dihydrofuran-3-yl)-2-oxoacetate result in the formation of oxodihydropyrano[4,3-e] annulated products. © Georg Thieme Verlag Stuttgart • New York. |
| 12. | Tkachenko, Anton; Radchenko, Dmytro; Mykhailiuk, Pavel; Shishkin, Oleg; Tolmachev, Andrei; Komarov, Igor Exploiting the Addition of Trimethyl(trifluoromethyl)silane to Functionalized N-Benzylimines for the Preparation of Two Novel x-Trifluoromethyl x-Amino Acids (Journal Article) Synthesis, 44 (06), pp. 903-908, 2012. @article{Tkachenko2012903, title = {Exploiting the Addition of Trimethyl(trifluoromethyl)silane to Functionalized N-Benzylimines for the Preparation of Two Novel x-Trifluoromethyl x-Amino Acids}, author = {Tkachenko, Anton and Radchenko, Dmytro and Mykhailiuk, Pavel and Shishkin, Oleg and Tolmachev, Andrei and Komarov, Igor}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84858072117&partnerID=40&md5=58e978cae68f6993594e2d5483fe5472, http://www.thieme-connect.de/DOI/DOI?10.1055/s-0031-1289702}, year = {2012}, date = {2012-01-01}, journal = {Synthesis}, volume = {44}, number = {06}, pages = {903-908}, abstract = {Straightforward gram-scale syntheses of a novel $gamma$-tri-fluoromethyl $gamma$-amino acid and a novel $epsilon$-trifluoromethyl-$epsilon$-amino acid are described. The key step in both syntheses is an acid-catalyzed nucleophilic trifluoromethylation of a cyclic N-benzylimine possessing an ester group by using the Ruppert - Prakash reagent [trimethyl(trifluoromethyl)silane]. The strategy provides a potentially general approach for the synthesis of x-trifluoromethyl x-amino acids. © Georg Thieme Verlag Stuttgart • New York.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Straightforward gram-scale syntheses of a novel $gamma$-tri-fluoromethyl $gamma$-amino acid and a novel $epsilon$-trifluoromethyl-$epsilon$-amino acid are described. The key step in both syntheses is an acid-catalyzed nucleophilic trifluoromethylation of a cyclic N-benzylimine possessing an ester group by using the Ruppert - Prakash reagent [trimethyl(trifluoromethyl)silane]. The strategy provides a potentially general approach for the synthesis of x-trifluoromethyl x-amino acids. © Georg Thieme Verlag Stuttgart • New York. |
| 11. | Tkachuk, Tetyana; Shyshkina, Olena; Volovnenko, Tetiana; Volovenko, Yulian; Zubatyuk, Roman; Medviediev, Volodymyr; Shishkin, Oleg Novel transformations of 1H-isothiochromen-4(3H)-one 2,2-dioxide (Journal Article) Monatshefte f"{u}r Chemie - Chemical Monthly, pp. 1-9, 2012. @article{Tkachuk20121, title = {Novel transformations of 1H-isothiochromen-4(3H)-one 2,2-dioxide}, author = {Tkachuk, Tetyana M. and Shyshkina, Olena O. and Volovnenko, Tetiana A. and Volovenko, Yulian M. and Zubatyuk, Roman I. and Medviediev, Volodymyr V. and Shishkin, Oleg V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84866517513&partnerID=40&md5=16f0094f91618eaed04bec334c45800d, http://www.springerlink.com/index/10.1007/s00706-012-0858-6}, year = {2012}, date = {2012-01-01}, journal = {Monatshefte f"{u}r Chemie - Chemical Monthly}, pages = {1-9}, abstract = {Abstract: A convenient and simple method of formylating 1 H-isothiochromen-4(3 H)-one 2,2-dioxide was carried out using dimethylformamide dimethylacetal. The reactions of 3-[(dimethylamino)methylene]-1 H-isothiochromen-4(3 H)-one 2,2-dioxide with nitrogen-containing nucleophilic reagents were investigated. Graphical abstract: [Figure not available: see fulltext.]. © 2012 Springer-Verlag.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Abstract: A convenient and simple method of formylating 1 H-isothiochromen-4(3 H)-one 2,2-dioxide was carried out using dimethylformamide dimethylacetal. The reactions of 3-[(dimethylamino)methylene]-1 H-isothiochromen-4(3 H)-one 2,2-dioxide with nitrogen-containing nucleophilic reagents were investigated. Graphical abstract: [Figure not available: see fulltext.]. © 2012 Springer-Verlag. |
| 10. | Tolkunov,; Eres’ko,; Khizhan,; Mazepa,; Palamarchuk,; Shishkin,; Tolkunov, Chemistry of Heterocyclic Compounds, 48 (4), pp. 666-671, 2012. @article{Tolkunov2012666, title = {Domino reactions in the synthesis of benzothieno[2,3-c]pyridines. New one-pot method of preparing 2-([1]benzothieno-[2,3-c]pyridin-1-yl)benzoic acids and 8,13b-dihydro[1]benzothieno[2',3':3,4]pyrido-[2,1-a]isoindol-5(7 H)-ones}, author = {Tolkunov, V. S. and Eres’ko, A. B. and Khizhan, A. I. and Mazepa, A. V. and Palamarchuk, G. V. and Shishkin, O.V.c V. and Tolkunov, S. V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84867197723&partnerID=40&md5=2da84ff0cef323bbc150ffc2ae4b0d1e, http://www.springerlink.com/index/10.1007/s10593-012-1041-z}, year = {2012}, date = {2012-01-01}, journal = {Chemistry of Heterocyclic Compounds}, volume = {48}, number = {4}, pages = {666-671}, abstract = {A series of previously unknown 2-([1]benzothieno[2,3-c]pyridin-1-yl)benzoic acids and 8,13b-dihydro-[1]benzothieno[2',3':3,4]pyrido[2,1-a]isoindol-5(7H)- ones has been synthesized using domino reactions, taking place at the cyclization of 2-[3-oxo-4-(phenylsulfanyl)butyl]-1,3-isoindolinediones in polyphosphoric acid. © 2012 Springer Science+Business Media, Inc.}, keywords = {}, pubstate = {published}, tppubtype = {article} } A series of previously unknown 2-([1]benzothieno[2,3-c]pyridin-1-yl)benzoic acids and 8,13b-dihydro-[1]benzothieno[2',3':3,4]pyrido[2,1-a]isoindol-5(7H)- ones has been synthesized using domino reactions, taking place at the cyclization of 2-[3-oxo-4-(phenylsulfanyl)butyl]-1,3-isoindolinediones in polyphosphoric acid. © 2012 Springer Science+Business Media, Inc. |
| 9. | Trush, Elizaveta; Shishkin, Oleg; Trush, Victor; Konovalova, Irina; Sliva, Tetyana Yu Tetra-methyl-ammonium dimethyl (phenyl-sulfonyl-amido)phosphate(1-). (Journal Article) Acta crystallographica. Section E, Structure reports online, 68 (Pt 2), pp. o273, 2012. @article{Trush2012, title = {Tetra-methyl-ammonium dimethyl (phenyl-sulfonyl-amido)phosphate(1-).}, author = {Trush, Elizaveta A and Shishkin, Oleg V and Trush, Victor A and Konovalova, Irina S and Sliva, Tetyana Yu}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84856956530&partnerID=40&md5=06155c642cf5db70068a54ecddddf8cd, http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=3274970&tool=pmcentrez&rendertype=abstract}, year = {2012}, date = {2012-01-01}, journal = {Acta crystallographica. Section E, Structure reports online}, volume = {68}, number = {Pt 2}, pages = {o273}, abstract = {The title compound, C(4)H(12)N(+)•C(8)H(11)NO(5)PS(-), was obtained from tetra-methyl-ammonium hydroxide and dimeth-yl(phenyl-sulfon-yl)amido-phosphate. The tetra-methyl-ammonium cation has a slightly distorted tetra-hedral configuration and the N-C bond lengths lie in the range 1.457 (3)-1.492 (3) AA. In the crystal, no classical hydrogen bonds are observed between the cation and the anion.}, keywords = {}, pubstate = {published}, tppubtype = {article} } The title compound, C(4)H(12)N(+)•C(8)H(11)NO(5)PS(-), was obtained from tetra-methyl-ammonium hydroxide and dimeth-yl(phenyl-sulfon-yl)amido-phosphate. The tetra-methyl-ammonium cation has a slightly distorted tetra-hedral configuration and the N-C bond lengths lie in the range 1.457 (3)-1.492 (3) AA. In the crystal, no classical hydrogen bonds are observed between the cation and the anion. |
| 8. | Vasylyeva, Vera; Shishkin, Oleg; Maleev, Andrey; Merz, Klaus Crystal Structures of Fluorinated Pyridines from Geometrical and Energetic Perspectives (Journal Article) Crystal Growth & Design, 12 (2), pp. 1032-1039, 2012. @article{Vasylyeva20121032, title = {Crystal Structures of Fluorinated Pyridines from Geometrical and Energetic Perspectives}, author = {Vasylyeva, Vera and Shishkin, Oleg V. and Maleev, Andrey V. and Merz, Klaus}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84858043084&partnerID=40&md5=0c04822c89b6d1e0a50644e5e2d3fcb1, http://pubs.acs.org/doi/abs/10.1021/cg201623e}, year = {2012}, date = {2012-01-01}, journal = {Crystal Growth & Design}, volume = {12}, number = {2}, pages = {1032-1039}, abstract = {The low melting compounds 3-fluoropyridine, 3,5-difluoropyridine, 2,3,5-trifluoropyridine, and 2,3,5,6-tetrafluoropyridine were crystallized in situ on the diffractometer and analyzed by X-ray diffraction. The comparison with pentafluoropyridine shows a consecutive dependence of the arrangement of pyridine molecules with the increasing fluorine substitution. Starting with the monosubstituted representative, the crystal packing changes stepwise from herringbone packing to parallel arrangement of the molecules in the trifluorinated pyridine and then switches back to the edge-to-face form by the perfluorinated compound. To get a deeper insight into the aggregation behavior of the flourinated pyridines, the crystal packing motives were also analyzed on the basis of ab initio quantum-chemical calculations of the intermolecular interaction energy, using the MP2/6-311G(d,p) method. This approach allows the indication of energetically rich fragments in the crystal structures, called basic structural motifs, and the very weak attractive or rather repulsive nature of Ḟ̇̇F interactions. © 2011 American Chemical Society.}, keywords = {}, pubstate = {published}, tppubtype = {article} } The low melting compounds 3-fluoropyridine, 3,5-difluoropyridine, 2,3,5-trifluoropyridine, and 2,3,5,6-tetrafluoropyridine were crystallized in situ on the diffractometer and analyzed by X-ray diffraction. The comparison with pentafluoropyridine shows a consecutive dependence of the arrangement of pyridine molecules with the increasing fluorine substitution. Starting with the monosubstituted representative, the crystal packing changes stepwise from herringbone packing to parallel arrangement of the molecules in the trifluorinated pyridine and then switches back to the edge-to-face form by the perfluorinated compound. To get a deeper insight into the aggregation behavior of the flourinated pyridines, the crystal packing motives were also analyzed on the basis of ab initio quantum-chemical calculations of the intermolecular interaction energy, using the MP2/6-311G(d,p) method. This approach allows the indication of energetically rich fragments in the crystal structures, called basic structural motifs, and the very weak attractive or rather repulsive nature of Ḟ̇̇F interactions. © 2011 American Chemical Society. |
| 7. | Yesypenko,; Boyko,; Shishkin,; Shishkina,; Pirozhenko,; Kalchenko, Synthesis and stereochemical configuration of diastereomeric inherently chiral calixarenes with ABCH and ABCD type of substitution at the lower rim (Journal Article) Russian Journal of Organic Chemistry, 48 (2), pp. 284-292, 2012. @article{Yesypenko2012284, title = {Synthesis and stereochemical configuration of diastereomeric inherently chiral calixarenes with ABCH and ABCD type of substitution at the lower rim}, author = {Yesypenko, O. A. and Boyko, V. I. and Shishkin, O. V. and Shishkina, S. V. and Pirozhenko, V. V. and Kalchenko, V. I.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84859596112&partnerID=40&md5=18288a23f46d83230188612747df09d8, http://www.springerlink.com/index/10.1134/S1070428012020200}, year = {2012}, date = {2012-01-01}, journal = {Russian Journal of Organic Chemistry}, volume = {48}, number = {2}, pages = {284-292}, abstract = {By sulfonylation of tetra(p-tert-butyl)-27-propoxy-25-[N-(1-phenylethyl) carbamoylmethoxy]calix[4] arene diastereomeric inherently chiral calixarenes with the ABCH substitution at the lower rim were synthesized and separated by column chromatography. The alkylation of these compounds afforded the corresponding calixarenes with the ABCD substitution type. The absolute confi guration of compounds was established by XRD analysis. © Pleiades Publishing, Ltd., 2012.}, keywords = {}, pubstate = {published}, tppubtype = {article} } By sulfonylation of tetra(p-tert-butyl)-27-propoxy-25-[N-(1-phenylethyl) carbamoylmethoxy]calix[4] arene diastereomeric inherently chiral calixarenes with the ABCH substitution at the lower rim were synthesized and separated by column chromatography. The alkylation of these compounds afforded the corresponding calixarenes with the ABCD substitution type. The absolute confi guration of compounds was established by XRD analysis. © Pleiades Publishing, Ltd., 2012. |
| 6. | Yesypenko, Olexander; Boyko, Vyacheslav; Klyachina, Mariia; Shishkina, Svitlana; Shishkin, Oleg; Pyrozhenko, Volodymyr; Tsymbal, Ivan; Kalchenko, Vitaly Monosodium salt of p-tert-butylcalix[4]arene in the reactions with electrophilic reagents. Synthesis and structure of monofunctionalized calix[4]arenes (Journal Article) Journal of Inclusion Phenomena and Macrocyclic Chemistry, 74 (1-4), pp. 265-275, 2012. @article{Yesypenko2012265, title = {Monosodium salt of p-tert-butylcalix[4]arene in the reactions with electrophilic reagents. Synthesis and structure of monofunctionalized calix[4]arenes}, author = {Yesypenko, Olexander A. and Boyko, Vyacheslav I. and Klyachina, Mariia A. and Shishkina, Svitlana V. and Shishkin, Oleg V. and Pyrozhenko, Volodymyr V. and Tsymbal, Ivan F. and Kalchenko, Vitaly I.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84864453962&partnerID=40&md5=6fcf6af8ec37d19c5218f6c5405d5942, http://www.springerlink.com/index/10.1007/s10847-012-0109-9}, year = {2012}, date = {2012-01-01}, journal = {Journal of Inclusion Phenomena and Macrocyclic Chemistry}, volume = {74}, number = {1-4}, pages = {265-275}, abstract = {Monosodium salt of p-tert-butylcalix[4]arene reacts with alkyl halides or aroyl chlorides in DMF formed the cone-shaped monoalkyloxycalix[4]arenes or 1,3-diacyloxycalix[4]arenes, respectively. Diacyloxycalix[4]arenes are easily transformed into monoacyloxycalix[4]arenes in the partial cone conformation by interaction with NaOMe. The influence of intramolecular hydrogen bonding on course of alkylation and acylation reactions as well as the structure of the synthesized compounds in solution and crystalline state are discussed. Graphical Abstract: [Figure not available: see fulltext.] © 2012 Springer Science+Business Media B.V.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Monosodium salt of p-tert-butylcalix[4]arene reacts with alkyl halides or aroyl chlorides in DMF formed the cone-shaped monoalkyloxycalix[4]arenes or 1,3-diacyloxycalix[4]arenes, respectively. Diacyloxycalix[4]arenes are easily transformed into monoacyloxycalix[4]arenes in the partial cone conformation by interaction with NaOMe. The influence of intramolecular hydrogen bonding on course of alkylation and acylation reactions as well as the structure of the synthesized compounds in solution and crystalline state are discussed. Graphical Abstract: [Figure not available: see fulltext.] © 2012 Springer Science+Business Media B.V. |
| 5. | Yufit, Dmitry; Zubatyuk, Roman; Shishkin, Oleg; Howard, Judith Low-melting molecular complexes. Halogen bonds in molecular complexes of bromoform (Journal Article) CrystEngComm, 14 (23), pp. 8222, 2012. @article{Yufit20128222, title = {Low-melting molecular complexes. Halogen bonds in molecular complexes of bromoform}, author = {Yufit, Dmitry S. and Zubatyuk, Roman and Shishkin, Oleg V. and Howard, Judith A. K.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84868587536&partnerID=40&md5=844a6ae484f74a33dbac3ad086d8652b, http://xlink.rsc.org/?DOI=c2ce26191j}, year = {2012}, date = {2012-01-01}, journal = {CrystEngComm}, volume = {14}, number = {23}, pages = {8222}, abstract = {Single crystals of three new low-melting molecular complexes of bromoform have been grown in situ, their crystal structures characterized by X-ray crystallography and compared with those of their chloroform analogues. The calculations of pair-wise energies of intermolecular interactions in these structures reveal that in some cases the strongest interactions exist between the molecules which are not linked by any short direction-specific intermolecular contacts. A high versatility of bonding modes of bromoform in comparison to chloroform is demonstrated and the relative role of various intermolecular interactions (including halogen bonds) in studied molecular complexes is discussed. © 2012 The Royal Society of Chemistry.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Single crystals of three new low-melting molecular complexes of bromoform have been grown in situ, their crystal structures characterized by X-ray crystallography and compared with those of their chloroform analogues. The calculations of pair-wise energies of intermolecular interactions in these structures reveal that in some cases the strongest interactions exist between the molecules which are not linked by any short direction-specific intermolecular contacts. A high versatility of bonding modes of bromoform in comparison to chloroform is demonstrated and the relative role of various intermolecular interactions (including halogen bonds) in studied molecular complexes is discussed. © 2012 The Royal Society of Chemistry. |
| 4. | Zhikol, Oleg; Shishkin, Oleg Estimating stacking interaction energy using atom in molecules properties: Homodimers of benzene and pyridine (Journal Article) International Journal of Quantum Chemistry, 112 (18), pp. 3008-3017, 2012. @article{Zhikol20123008, title = {Estimating stacking interaction energy using atom in molecules properties: Homodimers of benzene and pyridine}, author = {Zhikol, Oleg A. and Shishkin, Oleg V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84864448848&partnerID=40&md5=c4f32b35768fb6d05283e020f3a58fa9, http://doi.wiley.com/10.1002/qua.24189}, year = {2012}, date = {2012-01-01}, journal = {International Journal of Quantum Chemistry}, volume = {112}, number = {18}, pages = {3008-3017}, abstract = {An attempt is presented to infer the stacking interaction energy from the atom in molecules (AIM) properties computed in all critical points of electron density found between interacting molecules. In this study, benzene and pyridine homodimers in coaxial and parallel displaced configurations were used as model structures. We classify the structures and briefly discuss their peculiarities in the AIM theory framework. The maximum absolute error of 2 kcal/mol achieved for 300 potential energy surface point set indicates that a more sophisticated algorithm for estimating atom-atom interactions is needed still. © 2012 Wiley Periodicals, Inc.}, keywords = {}, pubstate = {published}, tppubtype = {article} } An attempt is presented to infer the stacking interaction energy from the atom in molecules (AIM) properties computed in all critical points of electron density found between interacting molecules. In this study, benzene and pyridine homodimers in coaxial and parallel displaced configurations were used as model structures. We classify the structures and briefly discuss their peculiarities in the AIM theory framework. The maximum absolute error of 2 kcal/mol achieved for 300 potential energy surface point set indicates that a more sophisticated algorithm for estimating atom-atom interactions is needed still. © 2012 Wiley Periodicals, Inc. |
| 3. | Zubatyuk, Roman; Shishkina, Svetlava; Kucherenko, Lyudmila; Mazur, Ivan; Shishkin, Oleg Environment-induced stabilization of hydrogen-bonded dimers in crystal of lysine (5-methyl-1H-[1,2,4]triazol-3ylsulfanyl)-acetate (Journal Article) Structural Chemistry, 23 (2), pp. 581-586, 2012. @article{Zubatyuk2012581, title = {Environment-induced stabilization of hydrogen-bonded dimers in crystal of lysine (5-methyl-1H-[1,2,4]triazol-3ylsulfanyl)-acetate}, author = {Zubatyuk, Roman I. and Shishkina, Svetlava V. and Kucherenko, Lyudmila I. and Mazur, Ivan A. and Shishkin, Oleg V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84862682048&partnerID=40&md5=3f32b8196c5b8f25d38e35229e4ad73d, http://www.springerlink.com/index/10.1007/s11224-011-9893-x}, year = {2012}, date = {2012-01-01}, journal = {Structural Chemistry}, volume = {23}, number = {2}, pages = {581-586}, abstract = {Crystal and molecular structure of lysine (5-methyl-1H-[1,2,4]triazol-3- ylsulfanyl)-acetate was determined and intermolecular interactions between ions in crystal were investigated by quantum-chemical methods (MP2 and B3LYP-D). COSMO solvation method was used to account crystal field effects. While the gas-phase calculations significantly overestimate attraction between similarly charged and repulsion between oppositely charged ions, COSMO method provides results which are consistent with interaction energies estimated from AIM analysis of electron density distribution. Also, all hydrogen- bonded dimers found in crystal are intrinsically stable if modeled with COSMO method, contrary to gas phase calculations. © Springer Science+Business Media, LLC 2011.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Crystal and molecular structure of lysine (5-methyl-1H-[1,2,4]triazol-3- ylsulfanyl)-acetate was determined and intermolecular interactions between ions in crystal were investigated by quantum-chemical methods (MP2 and B3LYP-D). COSMO solvation method was used to account crystal field effects. While the gas-phase calculations significantly overestimate attraction between similarly charged and repulsion between oppositely charged ions, COSMO method provides results which are consistent with interaction energies estimated from AIM analysis of electron density distribution. Also, all hydrogen- bonded dimers found in crystal are intrinsically stable if modeled with COSMO method, contrary to gas phase calculations. © Springer Science+Business Media, LLC 2011. |
| 2. | Lebedynskiy,; Shiran,; Gektin,; Fedorov,; Vasyukov,; Mateychenko, Structure and luminescence of CsI:Eu columnar films (Journal Article) Journal of Applied Spectroscopy, 79 (4), pp. 583-588, 2012. @article{Lebedynskiy20121, title = {Structure and luminescence of CsI:Eu columnar films}, author = {Lebedynskiy, A. M. and Shiran, N. V. and Gektin, A. V. and Fedorov, A. G. and Vasyukov, S. A. and Mateychenko, P. V.}, url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-84866564392&partnerID=40&md5=fa72ab677ef5be26f3191f08a1dc64f0, http://www.springerlink.com/index/10.1007/s10812-012-9643-x}, year = {2012}, date = {2012-01-01}, journal = {Journal of Applied Spectroscopy}, volume = {79}, number = {4}, pages = {583-588}, abstract = {Europium doped columnar films of CsI are produced by vacuum condensation. Eu 2+ ions in the CsI:Eu films lead to the formation of a narrow (0.18 eV), intense luminescence band with a maximum at 456 nm, which is excited by x-rays, as well as by photons of various energies. The spectral and kinetic characteristics of the emission depend on the amount of activator and on the conditions under which the film is prepared and stored. The nature of the luminescence centers is determined by structural formations that contain divalent europium ions. © 2012 Springer Science+Business Media New York.}, keywords = {}, pubstate = {published}, tppubtype = {article} } Europium doped columnar films of CsI are produced by vacuum condensation. Eu 2+ ions in the CsI:Eu films lead to the formation of a narrow (0.18 eV), intense luminescence band with a maximum at 456 nm, which is excited by x-rays, as well as by photons of various energies. The spectral and kinetic characteristics of the emission depend on the amount of activator and on the conditions under which the film is prepared and stored. The nature of the luminescence centers is determined by structural formations that contain divalent europium ions. © 2012 Springer Science+Business Media New York. |
| 1. | Ivanov, Vladimir; Lyakh, Dmitry; Klimenko, Tatyana; Adamowicz, Ludwik Multireference State–Specific Coupled Cluster Theory with a Complete Active Space Reference (Journal Article) Practical Aspects of Computational Chemistry I: An Overview of the Last Two Decades and Current Trends,, pp. 69–101, 2012, ISBN: 978-94-007-0919-5. @article{Ivanov2012, title = {Multireference State–Specific Coupled Cluster Theory with a Complete Active Space Reference}, author = {Ivanov, Vladimir V. and Lyakh, Dmitry I. and Klimenko, Tatyana A. and Adamowicz, Ludwik}, isbn = {978-94-007-0919-5}, year = {2012}, date = {2012-01-01}, journal = {Practical Aspects of Computational Chemistry I: An Overview of the Last Two Decades and Current Trends,}, pages = {69--101}, abstract = {The multireference state specific coupled cluster theory with a complete active space reference (CASCCSD) is described and its application to calculate electronic ground states is discussed. The working algorithm for the CASCCSD method was derived with a computer-based automated approach that generates the coupled-cluster diagrams and the corresponding amplitude equations. The method has been used to calculate the potential energy curves, spectroscopic parameters and vibrational levels of diatomic molecules. The test calculations have demonstrated high efficiency of the approach in comparison with other accurate approaches and in comparison with experimental data.}, keywords = {}, pubstate = {published}, tppubtype = {article} } The multireference state specific coupled cluster theory with a complete active space reference (CASCCSD) is described and its application to calculate electronic ground states is discussed. The working algorithm for the CASCCSD method was derived with a computer-based automated approach that generates the coupled-cluster diagrams and the corresponding amplitude equations. The method has been used to calculate the potential energy curves, spectroscopic parameters and vibrational levels of diatomic molecules. The test calculations have demonstrated high efficiency of the approach in comparison with other accurate approaches and in comparison with experimental data. |
SSI Institute for Single Crystals NAS of Ukraine
