G. V. Dolgushin
Russian Academy of Sciences
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Featured researches published by G. V. Dolgushin.
Russian Journal of Organic Chemistry | 2005
I. A. Titova; Tamara I. Vakul'skaya; L. I. Larina; M. I. Mizandrontsev; V. A. Volkov; G. V. Dolgushin; V. A. Lopyrev
Vicarious nucleophilic C-amination of nitrobenzene, 1-methyl-5-nitrobenzimidazole, and 1-methyl-6-nitrobenzimidazole in superbasic medium (potassium tert-butoxide-dimethyl sulfoxide) gave the corresponding amino-substituted derivatives. The yield of the amination product of 1-methyl-5-nitrobenzimidazole considerably increased in the presence of CuCl. ESR monitoring of these reactions revealed formation of primary radical anions from the substrates. Possible reaction mechanisms are discussed.
Central European Journal of Chemistry | 2003
Tatýana E. Glotova; Nadezhda I. Protsuk; Alexander I. Albanov; V. A. Lopyrev; G. V. Dolgushin
The nucleophilic addition of 2,4-dithiobiurete, 1- and 1,4-substituted 2,4-dithiobiuretes (2 a-e) with benzoylacetylene (1) has been studied. 2-(Benzoylmethyl)-4-(R1-imino)-6-(R2-imino)dihydro-4H-1,3,5-dithiazinium perchlorates (3 a-e) are obtained in glacial acetic acid (AcOH) in the presence of equimolar quantities of HClO4. The reaction of benzoylacetylene with 1,5-diphenyl-2,4-dithiobiurete in either of MeOH, C6H6, or MeCN solvents proceeds non-selectively to give a mixture of products such as 2-(benzoylmethyl)-4,6-di(phenylimino)dihydro-4H-1,3,5-dithiazine (5), 2-(benzoylmethyl)-4-(β-benzoylvinyl)thio-3-phenyl-6-(phenylimino)-3,6-dihydro-2H-1,3,5-thiadiazine (8), 2-(benzoylmethyl)-1,3-diphenylhexahydro-1,3,5-triazine-4,6-dithione (7) and N-(β-benzoylvinyl)-N-phenylthioureas (6).
Journal of Sulfur Chemistry | 2005
Tat’yana E. Glotova; G. V. Dolgushin; Alexander I. Albanov; Marina Yu. Dvorko; Nadezhda I. Protsuk
2-Benzoylmethylene-1,3,5-dithiazinium hydrobromides were prepared in high yield by the reaction of 1-bromo-2-benzoylacetylene with 2,4-dithiobiurete and its mono- and disubstituted derivatives in glacial AcOH. The ability of the compounds synthesized to undergo further chemical transformations has been studied.
Zeitschrift für Naturforschung A | 1986
I. M. Lazarev; G. V. Dolgushin; V. P. Feshin; Michail G. Voronkov
SnCl4 Complexes with methylaryl ethers and their 35Cl NQR spectra have been obtained. All these complexes, except SnCl4 · 1,2-(CH3O)2C6H4, have a trigonal-bipyramidal structure. The latter compound has an essentially distorted octahedral structure. One of the ligand oxygen atoms takes part in the formation of the SnCl4 complex with 1,3-, 1,4-(CH3O)2C6H4 and RNO2. These complexes have a trigonal-bipyramidal structure too.
Chemistry of Heterocyclic Compounds | 2004
Tat’yana E. Glotova; Nadezhda I. Protsuk; L. V. Kanitskaya; G. V. Dolgushin; V. A. Lopyrev
Abstract[4-Phenyl-2H-1,3-thiazin]-2-ylideneguanidinium perchlorate or acetoxytrifluoroborate respectively was obtained from the reaction of benzoylacetylene with N-amidinothiourea in glacial AcOH in the presence of an equimolar quantity of HClO4 or BF3⋅Et2O. These compounds underwent hydrolysis at the amidine unit on treatment with acid or base. For example, the perchlorate on heating in HClO4 was converted into 2-imino-4-phenyl-2H-1,3-thiazinium perchlorate, while treatment with aqueous NaOH in DMSO gave the free base - 6-phenyl-1,2-dihydropyrimidine-2-thione.
Zeitschrift für Naturforschung A | 1996
G. V. Dolgushin; I. M. Lazarev; P.A. Nikitin; L.I. Larina
Abstract The modified Townes-Daily equation is shown to be better than the original one for frequencies of compounds having N-Cl bonds. Of the three semi-empirical methods AM 1, MNDO, PM 3, the first is preferable. The asymmetry parameters for the same compounds have been evaluated. The 35Cl NQR frequencies of two tautomers of N-chlorobenzotriazole are compared.
Russian Chemical Bulletin | 1996
V. K. Turchaninov; G. V. Dolgushin; M. Yu. Dmitrichenko; L. I. Larina
The π-orbital structure of the monomeric form of the 2,2,4,6-tetrachloro-2,2-dihydro-1,5,2-diazaphosphorinine has been studied by photoelectron spectroscopy and using quantum-chemical calculations by the semiempirical AM1 method. It has been concluded that the electronic and energy characteristics of four higher π-MOs (frontier and three next orbitals) of this compound may be interpreted in terms of semipolar bonds formed by three atoms (C, P, and N). For describing two low-lying π-MOs of the σ4,λ5-phosphorine studied, it is necessary to take into account the π-σ-interaction.
Russian Chemical Bulletin | 1996
V. A. Lopyrev; L. I. Larina; Alexander I. Albanov; M. S. Sorokin; G. V. Dolgushin
Silylotropy in 4-substitutedN-trimethylsilypyrazoles is studied by dynamic1H,13C, and29Si NMR spectroscopy. The catalytic 1,2-migration of a trimethylsilyl group in 4-halo-N-trimethylsilylpyrazoles was detected. Silylotropy inN-trimethylsilylpyrazoles in the presence of halogens of trimethylhalosilanes is believed to proceed through formation ofN,N′-bis(trimethylsilyl)pyrazolium salts, the barrier of silylotropy in pyrazoles being markedly reduced.
Russian Chemical Bulletin | 1995
Petr Nikitin; I. M. Lazarev; G. V. Dolgushin
Corrections accounting for the effect of the differences in p-electron energies on the electric field gradient are suggested and justified in the framework of Townes-Dailey theory. MNDO calculations of 31 chloro-containing molecules with full geometry optimization were used to evaluate the35Cl NQR frequencies. The correlational relationships between experimental and calculated NQR frequencies are compared.
Zeitschrift für Naturforschung A | 1994
G. V. Dolgushin; I. M. Lazarev; L.I. Larina; V.A. Lopyrev; M. G. Voronkov
Abstract The 35Cl NQR spectra of 3,5-dichloro-1,2,4-triazole derivatives have been examined. MNDO calculations of chloroazoles (imidazole, triazole) including their ionic forms have been carried out. In 3,5-dichloro-l,2,4-triazole complexation and protonation occur of position 4 at the triazole ring.