L 79 Liquid-phase oxidation of anthracene by hydrogen-peroxide in the presence of heterogenized vanadyl acetylacetonate [Electronic resource] / S. Y. Men'shikov, A. V. Vurasko, L. A. Petrov, L. S. Molochnikov, A. A. Novoselova, Z. E. Skryabina, V. I. Saloutin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1992. - Vol. 41, N 4. - P619-622 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The synthesis of hetrogenized vanadyl acetylacetoonate was accomplished by alkylation of a chloromethylated styrene-divinylbenzene copolymer via activation by Co (II) complexes. The effect of heterogenization of the structure of the complexes and their catelytic properties in the peroxide oxidation of anthracene was investigated by kinetic studies and ERP spectroscopy \\\\Expert2\\nbo\\Russian Chemical Bulletin\\1992, 41 (4), 619.pdf |
L 79 Liquid-phase oxidation of anthracene by hydrogen-peroxide in the presence of vanadium-oxide bronzes CuXV2O5 [Text] / S. Y. Men'shikov, A. V. Vurasko, L. A. Petrov, V. L. Volkov, A. A. Novoselova // Pet-Chem Equipment Corp. - 1992. - Vol. 32, N 2. - P128-130 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Vanadium oxide bronzes of the general formula CuXV2O5, where 0x1, catalyse the liquid-phase oxidation of anthracene H2O2. The anthracene conversion and the selectivity with respect to anthraquinone are maximum withing the region of beta- and xi-phases respectively close to the compositions CuO. 6V2O5 and CuO.95V2O5. |
C 91 Crystalline hydrogen-bonded adducts of dimethyl sulphoxide and 7-hydroxypolyfluoroquinolones (chromones [Text] / V. I. Saloutin, I. T. Bazyl, Z. E. Skryabina, G. G. Alexandrov, O. N. Chupakhin // Journal of Fluorine Chemistry. - 1995. - V. 74. - P15-19 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A stable crystalline hydrogen-bonded adduct of dimethyl sulphoxide (DMSO) and 7-hydroxy-5,6,8-trifluoro-2-carboxychromone has been prepared by the reaction of 2-carboxy-5,6,7,8-tetrafluorochromone with KOH/glycerol in DMSO. It has been found that pentafluorophenol and also 1-cyclohexyl-7-hydroxy-5,6,8-trifluoro-4(1H)-4-oxoquinoline-2-carboxylic acid form the corresponding crystalline hydrogen-bonded adducts with DMSO. The structure of the latter has been established from an X-ray crystallographic study |
N 91 Nucleophilic substitution of hydrogen in the reaction of 1,2,4-triazine-4-oxides with cyanides [Electronic resource] / O. N. Chupakhin, V. L. Rusinov, E. N. Ulomskii, D. N. Kozhevnikov, H. Neunhoeffer // Mendeleev Communications. - 1997. - N 2. - P66-67 . - ISSN 0959-9436 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
Х 76 Хомутов, О. Г. Взаимодействие полифторалкилсодержащих азиридинилкетонов с галогеноводородами [] = Interaction of polyfluoroalkyl-comtaining aziridinyl ketones with hydrogen halides / О. Г. Хомутов, К. И. Пашкевич // Изв. АН. Сер. Химическая. - 1996. - N 3. - С. 684-686 . - ISSN 0002-3353 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
T 44 The structure of 4-phenyl-2,6-bis(trifluoroacetyl)cyclohexanone and its dilithium salt in the crystal state, solution and gas phase [Electronic resource] / D. V. Sevenard, O. Kazakova, E. Lork, T. Duelcks, D. L. Chizhov, G. -V. Roeschenthaler // Journal of Molecular Structure. - 2007. - Vol. 846, № 1-3. - P87-96 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 4-Phenyl-2,6-bis(trifluoroacetyl)cyclohexanone and its dilithium salt were synthesized starting from the commercially available 4-phenylcyclohexanone. With X-ray structure analysis of these compounds, for the first time the solid state structure determination for a fluorinated 1,3,5-triketone and an alkaline salt of 1,3,5-triketone was achieved. The subsequent multinuclear NMR and MS investigations revealed that in solution and gas phase, analogously to the crystal, both compounds exist predominantly in a highly delocalized double U-enol(ate) form. The carbonyl O…O distances in the dilithium salt were established to be considerably longer than the distances between oxygens of the parent 1,3,5-triketone, bonded by strong (short) resonance assisted hydrogen bonds. Among the 1,3,5-tricarbonyl compounds with known crystal structure, the entitled 1,3,5-triketone shows comparatively weak delocalization over the conjugated bis-enolone backbone. \\\\Expert2\\nbo\\Journal of Molecular Structure\\2007, v.846, p.87.pdf |
C 47 Charushin, V. N. Nucleophilic aromatic substitution of hydrogen and related reactions [Electronic resource] / V. N. Charushin, O. N. Chupakhin // Mendeleev Communications. - 2007. - Vol. 17, № 5. - P249-254 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The classical concept of nucleophilic aromatic substitution (SNAripso) has been complemented with a new synthetic methodology (SNH), enabling one to build new carbon–carbon C(sp2)–C(sp3), C(sp2)–C(sp2) and C(sp2)–C(sp) or carbon–heteroatom C(sp2)–X (X is O, N, P, S, halogen) bonds through nucleophilic displacement of hydrogen in an aromatic ring. \\\\Expert2\\nbo\\Mendeleev Communications\\2007, v.17, p.249.pdf |
D 62 Direct C-C coupling of ferrocenyllithium and azaheterocycles by nucleophilic substitution of hydrogen - synthesis of mono- and 1,1'-diazinylferrocenes [Text] / O. N. Chupakhin, I. A. Utepova, I. S. Kovalev, V. L. Rusinov, Z. A. Starikova // European Journal of Organic Chemistry. - 2007. - № 5. - P857-862 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
C 21 Carborane-Functionalized Polyaza Aromatic Ligands: Synthesis, Crystal Structure, and a Copper(II) Complex [Text] / A. M. Prokhorov, D. N. Kozhevnikov, V. L. Rusinov, O. N. Chupakhin, I. V. Glukhov, M. Yu. Antipin, O. N. Kazheva, A. N. Chekhlov, O. A. Dyachenko // Organometallics. - 2006. - Vol. 25, № 12. - P2972-2977 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A consecutive aromatic nucleophilic substitutions of hydrogen in 1,2,4-triazine 4-oxides and an aza Diels?Alder reaction is a versatile route to carborane-functionalized bi- and terpyridines and their 1,2,4-triazine analogues. The heterocycles facilitate deboronation of the substituted carboranes, and the carborane moiety has a significant influence on the coordination properties of the ligands as well |
S 98 Synthesis and antiviral activity of 2-amino-3-ethoxycarbonylpyrazine derivatives [Electronic resource] / V. L. Rusinov [et al.] // Pharmaceutical Chemistry Journal. - 2005. - Vol. 39, № 12. - P630-635. - Библиогр. : с. 635 (6 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A series of substituted 2-amino-3-ethoxycarbonylpyrazines containing indole, resorcinol, thiophenol, ethyl cyanoacetate, indandione, and antipyrine moieties was obtained via reactions of nucleophilic substitution of hydrogen in the initial 2-aminopyrazine-1-oxides. Some of the synthesized compounds inhibit the reproduction of measles viruses and exhibit a weak antiviral activity with respect to Marburg virus. However, most of the new substituted pyrazines are not cytotoxic and exhibit no activity against ortho-poxviruses and measles viruses. \\\\Expert2\\nbo\\Pharmaceutical Chemistry Journal\\2005, 39 (12), 630.pdf |
F 94 From 3-chloromethyl-1,2,4-triazine 4-oxides to various substituted pyridines and 1,2,4-triazines [Electronic resource] / V. N. Kozhevnikov, D. N. Kozhevnikov, O. V. Shabunina, N. N. Kataeva, S. A. Yushchuk, V. L. Rusinov, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2005. - Vol. 54, № 9. - P2187-2196. - Библиогр. : с. 2196 (24 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: An efficient strategy for the synthesis of new pyridine and 1,2,4-triazine derivatives starting from available 6-aryl-3-chloromethyl-1,2,4-triazine 4-oxides was proposed. The deoxygenative nucleophilic hydrogen substitution in the triazine-oxide ring, nucleophilic substitution of the chlorine atom in the side chain, and transformations of the 1,2,4-triazine ring into the pyridine ring via the inverse-electron-demand Diels-Alder reactions, being used in different orders, are a rather flexible tool for the functionalization of the titled heterocycles. The cyanide anion, indoles, thiophenols, amines, and triphenylphosphine were used as nucleophiles. The direct introduction of indole residues into the 1,2,4-triazine ring followed by the substitution of the chlorine atom by a residue of the primary or secondary aliphatic amine was found to be the most convenient method for the library synthesis. \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2005, 54 (9), 2187-2196.pdf |
C 75 Consecutive nucleophilic substitution and aza Diels-Alder reaction-an efficient strategy to functionalized 2,2'-bipyridines [Electronic resource] / D. N. Kozhevnikov, V. N. Kozhevnikov, A. M. Prokhorov, M. M. Ustinova, V. L. Rusinov, O. N. Chupakhin, G. G. Aleksandrov, B. Koenig // Tetrahedron Letters. - 2006. - Vol. 47, № 6. - P869-872 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: An efficient strategy for the synthesis of functionalized 2,2`-bipyridines is reported. The strategy is based on readily available 3-pyridyl-1,2,4-triazine 4-oxides and uses a reaction sequence of nucleophilic substitution of hydrogen and aza Diels-Alder reaction. \\\\Expert2\\nbo\\Tetrahedron Letters\\2006, v. 47, p.869.pdf |
L 81 Lithiacarboranes and 1,2,4-triazine 4-oxides: SNH reactions and ring transformations [Electronic resource] / O. N. Chupakhin, A. M. Prokhorov, D. N. Kozhevnikov, V. L. Rusinov, I. A. Glukhov, Z. A. Starikova, V. A. Ol'shevskaya, V. N. Kalinin, M. Yu. Antipin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 6. - P1223-1231. - Библиогр. : с. 1231 (14 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reactions of 1-lithia-1,2- or 1,7-dicarba-closo-dodecaborane with 1,2,4-triazine 4-oxides can follow two competitive pathways: deoxygenative nucleophilic substitution of hydrogen to form 1-(1,2,4-triazin-5-yl)-1,2- or 1,7-dicarba-closo-dodecaboranes and the transformation of the 1,2,4-triazine ring into the triazoline ring giving rise to 1-(2-acetyl-1-aroyl-3-aryl-1,2,4-triazolin-5-yl)-1,2-dicarba-closo-dodecaboranes. Introduction of the electron-withdrawing triazine ring into the carborane cage substantially facilitates deboronation to give 1-(1,2,4-triazin-5-yl)-1,2-1,7-dicarba-nido-undecaboranes. \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (6), 1223-1231.pdf |
A 94 Auto-aromatization of the sigma(H)-adducts of 1,2,4-triazine 4-oxides with carbanions in reactions of nucleophilic substitution of hydrogen [Electronic resource] / D. N. Kozhevnikov, A. M. Prokhorov, V. L. Rusinov, O. N. Chupakhin // Mendeleev Communications. - 2000. - Vol.10, N6. - P227-228 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 1,2,4-triazine 4-oxides react with stable carbanions to form 5-substituted 1,2,4-triazines as the products of deoxygenation nucleophilic substitution of hydrogen |
R 30 Deoxygenative vs. vicarious nucleophilic substitution of hydrogen in reactions of 1,2,4-triazine 4-oxides with - alpha-halocarbanions [Text] / D. N. Kozhevnikov, V. L. Rusinov, O. N. Chupakhin, M. Makosza, A. Rykowski, E. Wolinska // European Journal of Organic Chemistry. - 2002. - № 8. - P1412-1416 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): AROMATIC SUBSTITUTION -- NUCLEOPHILIC SUBSTITUTION -- NITROGEN HETEROCYCLES Аннотация: The 3,6-diaryl-1,2,4-triazine 4-oxides 1a-e undergo a nucleophilic substitution of hydrogen with the -halomethyl aryl sulfones 2, 3 and 7 by two alternative pathways: vicarious nucleophilic substitution (VNS) and/or an intramolecular deoxygenative process. The former pathway is found to dominate in the reaction of 1 with bromomethyl tolyl sulfone (7) yielding the 5-tosylmethyl-1,2,4-triazine 4-oxides 6, while the reaction with the chloromethyl aryl sulfones 2 and 3 leads to the 5-arylsulfonylchloromethyl-1,2,4-triazines 4 and 5, respectively, as the products of deoxygenative substitution. The reaction of 6-phenyl-1,2,4-triazine 4-oxide (1f) with the chloromethyl aryl sulfones 2 and 3 proceeds differently. At low temperature (-75 C) the products of the VNS reaction at position 5 (6f and 12f) are formed. At room temperature the 7-chloro-1-hydroxy-3-phenyl-7-(arylsulfonyl)-1,4,5-triazahepta-1,3,6-trienes 10f and 11f are obtained by addition of the carbanions 2 and 3 in the 3-position, followed by the ring opening of the resulting adduct. © Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)???????? |
I-69 Intramolecular nucleophilic substitution of hydrogen in (quinoxalinyl-2)aminovinyl derivatives as a new approach to pyrrolo- and indolo[2,3-beta]quinoxalines [Text] / S. K. Kotovskaya, V. N. Charushin, N. M. Perova, M. I. Kodess, O. N. Chupakhin // Synthetic Communications. - 2004. - Vol. 34, № 14. - P2531-2537 : ил. - Библиогр.: с. 2537 (10 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): NUCLEOPHILIC SUBSTITUTION -- HYDROGEN -- KETONE Аннотация: Pyrrolo[2,3-beta]- and indolo[2,3-e]quinoxalines were obtained by the reaction of 2-aminoquinoxalines with ketones followed by the intramolecular displacement of hydrogen at C-3 in (quinoxalinyl-2)aminovinyl derivatives.???? |
S 98 Synthesis of functionalised bipyridines by sequential nucleophilic substitution of hydrogen and cycloaddition in 1,2,4-triazine rings [Electronic resource] / D. N. Kozhevnikov, V. N. Kozhevnikov, T. V. Nikitina, V. L. Rusinov, O. N. Chupakhin, H. Neunhoeffer // Mendeleev Communications. - 2002. - Vol. 12, № 1. - P30-31 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SYNTHESIS -- BIPYRIDINES -- TRIAZINE Аннотация: A new methodology for the synthesis of functionalised bipyridines by the direct cyanation of 3-(2-pyridyl)-1,2,4-triazine 4-oxide through nucleophilic substitution for hydrogen followed by the transformation of the 1,2,4-triazine ring into the pyridine ring by the Diels–Alder reaction and, finally, the chemical conversion of the cyano group is described |
N 91 Nucleophilic substitution or dipolar 1,3-cycloaddition in reactions of cyanamide with 4-arylpyrimidine 1-oxides [Electronic resource] / A. M. Prokhorov, D. N. Kozhevnikov, V. L. Rusinov, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2003. - Vol. 52, № 5. - P1195-1197 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Pyrimidine 1-oxides with cyanamide afforded 2-ureidopyrimidines as the result of the nucleophilic substitution of hydrogen, whereas the formation of similar 2-trichloroacetylaminopyrimidines occurs as dipolar 1,3-cycloaddition of the same oxides to trichloroacetonitrile under much more drastic conditions and in lower yields?? \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2003, 52 (5), 1195.pdf |
B 62 Bis[N-(2-hydroxyethyl)-beta-alaninato]-copper(II) [Text] / A. V. Pestov, E. V. Peresypkina, A. V. Virovets, N. V. Podberezskaya, Yu. G. Yatluk, Yu. A. Skorik // Acta Crystallographica Section C: Crystal Structure Communications. - 2005. - Vol. 61, № 12. - Pm510-m512 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The CuII ion in the title complex, [Cu(C5H 10NO3)2] or [Cu(He-ala)2] [He-ala = W-(2-hydroxyethyl)-?-alaninate], resides at the inversion centre of a square bipyramid comprised of two facially arranged tridentate He-ala ligands. Each He-ala ligand binds to a CuII ion by forming one six-membered ?-alaninate chelate ring in a twist conformation and one five-membered ethanolamine ring in an envelope conformation, with Cu-N = 2.017 (2) A, Cu-OCoo = 1.968 (1) A and Cu-OOH = 2.473 (2) A. The [Cu(He-ala)2] molecules are involved in a network of O-H?O and N-H?O hydrogen bonds, forming layers parallel to the (101?) plane. The layers are connected into a three-dimensional structure by van der Waals interactions, so that the molecular centres form pseudo-face-centered close packing. © 2005 International Union of Crystallography???? |
S 10 S-N(H) Reactions of ferrocenyllithium and azine N-oxides [Text] / O. N. Chupakhin, M. V. Varaksin, I. A. Utepova, V. L. Rusinov // ARKIVOC. - 2009. - Vol. 2009, № 6. - P208-220 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A non-catalytic C-C coupling of ferrocenyllithium and heterocyclic N-oxides 2 was carried out for the first time using the reaction of nucleophilic substitution of hydrogen (SNH) in azines |