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1.
Инвентарный номер: нет.
   
   M 45


   
    Mechanism of nucleophilic substitution of hydrogen in azines IV. Role of one-electron transfer in reactions with arylamines / O. N. Chupakhin, V. N. Charushin, I. M. Sosonkin, E. G. Kovalev, G. L. Kalb, I. Ya. Postovskii // Chemistry of Heterocyclic Compounds. - 1977. - Vol. 13, № 5. - P562-566. - Bibliogr. : p. 566 (28 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
N-METHYLAZINIUM -- BENZOANNELATION EFFECT -- ELECTROPHILIC CATIONS
Аннотация: A satisfactory correlation between the polarographic reduction potentials and the calculated energies of the lower vacant molecular orbitals was found for a number of N-methylazinium cations. The result of the aza effect and the benzoannelation effect is a shift of the reduction potentials to the positive region by 0.2-0.5 and 0.2-0.7 V, respectively. Electron transfer from N,N,N′,N′-tetramethyl-p-phenylenediamine to the most electrophilic cations was recorded. The possibility of the occurrence of reactions involving aminoarylation of the acridinium cation via a one-electron mechanism was demonstrated electrochemically and by model reactions

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2.
Инвентарный номер: нет.
   
   A 67


   
    Application of 1H and 13C NMR to the structural elucidation of tetrahydroquinoxalines condensed with five-membered heterocycles [Electronic resource] / V. N. Charushin, A. I. Chernyshev, N. N. Sorokin, O. N. Chupakhin // Organic Magnetic Resonance. - 1984. - Vol. 22, № 12. - P775-778. - Bibliogr. : p. 778 (22 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
N-METHYLTETRAHYDROQUINOXALINES -- PYRROLE -- IMIDAZOLE
Аннотация: 1H and 13C NMR spectral data for 21 N-methyltetrahydroquinoxalines annelated with furan, pyrrole, imidazole or thiazole rings are reported. Unambiguous assignments of the ring junction 13C resonances were made on the basis of selective decoupling experiments and with the aid of one-bond and long-range 13C–1H coupling constants. The effects of five-membered heterocycles on the 1H and 13C chemical shifts of the ring junction hydrogen and carbon atoms are considered. Values of one-bond 1J(CH) and vicinal 3J(HH) coupling constants between the ring junction protons are also discussed as a diagnostic means for structural elucidation of tetrahydroquinoxalines condensed with five-membered heterocycles.

\\\\expert2\\nbo\\Organic Magnetic Resonance\\1984. V. 22, N 12. P. 775.pdf
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3.
Инвентарный номер: нет.
   
   C 57


    Chupakhin, O. N.
    Nucleophilic substitution of hydrogen in azines [Electronic resource] / O. N. Chupakhin, V. N. Charushin, H. C. Van der Plas // Tetrahedron. - 1988. - Vol. 44, № 1. - С. 1-34. - Bibliogr. : p. 32-34 (186 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZINES -- HYDROGEN

\\\\expert2\\nbo\\Tetrahedron\\1988, v. 44, p. 1-34.pdf
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4.
Инвентарный номер: нет.
   
   C 57


    Chupakhin, O. N.
    Nucleophilic aromatic substitution of hydrogen [Text] : научное издание / O. N. Chupakhin, V. N. Charushin, Henk C. van der Plas. - [S. l.] : Academic Press, 1994. - 376p. - Б. ц.
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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5.
Инвентарный номер: нет.
   
   F 70


   
    Fluoro-containing Heterocycles: VI. New Derivatives of 1,3,4-Thiadiazino[6,5,4-i,j]quinoline [Electronic resource] / E. V. Nosova, G. N. Lipunova, L. P. Sidorova, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2001. - Vol. 37, № 8. - P1169-1176
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A series of new tricyclic fluoroquinolones was prepared by replacing fluorine atoms in derivatives of 2-R-8-Y-7-oxo-9,10-difluoro-7H-1,3,4-thiadiazino[6,5,4-i,j]quinoline-6-carboxylic acids. In acids and esters containing a hydrogen atom in position 8 occurred replacement of F10 by amine rests, and in compounds with a fluorine in position 8 was substituted either F8or F10 and F8depending on the amine character

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2001, 37 (8), 1169.pdf
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6.
Инвентарный номер: нет.
   
   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.)
ББК 54
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.

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7.
Инвентарный номер: нет.
   
   T 19


   
    Tandem of nucleophilic substitution of hydrogen and cyclocondensation with participation of nitro group in the synthesis of fluorine-containing 3-amino-1,2,4-benzotriazines [Electronic resource] / G. A. Zhumabaeva, S. K. Kotovskaya, N. M. Perova, V. N. Charushin, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2006. - Vol. 55, № 7. - P1243-1247
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Reactions of 3-fluoro-1-nitrobenzenes with guanidine hydrochloride in THF in the presence of ButOK gave isomeric 5-and 7-fluoro-containing 3-amino-1,2,4-benzotriazines

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2006, 55 (7), 1243.pdf
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8.
Инвентарный номер: нет.
   
   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
ББК 54
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
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9.
Инвентарный номер: нет.
   
   S 98


   
    Synthesis of fluorine-containing quinoline-2,3-dicarboxylates from products of vicarious nucleophilic substitution of hydrogen in 3-fluoronitroarenes [Electronic resource] / S. K. Kotovskaya, G. A. Zhumabaeva, V. N. Charushin, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2009. - Vol. 58, № 1. - P170-175
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The reactions of 3-fluoro-4-R-6-phenylsulfonylmethylnitrobenzenes with dimethyl fumarate or diethyl maleate in acetonitrile in the presence of an excess of K2CO3 and a catalytic amount of 18-crown-6 afforded mixtures of dialkyl 6-R-7-fluoro- and dialkyl 6-R-7-phenylsulfonylquinoline-2,3-carboxylate N-oxides, as well as dialkyl 6-R-7-fiuoro- quinoline-2,3-carboxylates (alkyl is methyl or ethyl), which were resolved by column chromatography and identified by 1H NMR spectroscopy and X-ray diffraction

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2009, 58 (1), 170-175.pdf
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10.
Инвентарный номер: нет.
   
   C 45


   
    Changes in the vibrational characteristics of substituted 1,2,4,5-tetrazines after complexation with 1,2,3-benzotriazole: A theoretical study [Electronic resource] / N. N. Ivshina, E. V. Bartashevich, V. A. Potemkin, M. A. Grishina, R. I. Ishmetova, G. L. Rusinov, N. I. Latosh, P. A. Slepukhin, V. N. Charushin // Journal of Structural Chemistry. - 2009. - Vol. 50, № 6. - P1053-1058
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The complexation of 3,6-substituted 1,2,4,5-tetrazines with benzotriazole was studied theoretically based on the vibrational spectra. For model complexes, the energy was minimized by the geometrical parameters, and the spectral characteristics were calculated by the PM3 method. The shift of the bond vibration frequencies of the atoms involved in complexation after the formation of different various intermolecular contacts was determined. This made it possible to determine the type of intermolecular interaction and suggest the structures of the complexes

\\\\Expert2\\nbo\\Journal of Structural Chemistry\\2009, V. 50, N 6, p.1053.pdf
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11.
Инвентарный номер: нет.
   
   B 62


   
    Bis(1,1,1,3,5,5,5-heptafluoro-4-iminopent-2-ene-2-aminato)copper(ii) — a new metal-containing matrix in the design of heterospin systems [Electronic resource] / S. V. Fokin, V. Ovcharenko, G. V. Romanenko, E. V. Tretyakov, A. S. Bogomyakov, V. I. Saloutin, T. I. Filyakova, L. V. Saloutina, V. N. Charushin, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №5. - С. 816-823. - Bibliogr. : p. 823 (11 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
COPPER(II) -- BISCHELATES -- NITROXIDES
Аннотация: The first heterospin compounds based on bis(1,1,1,3,5,5,5 heptafluoro 4 iminopent 2 ene 2 aminato)copper(II) (CuL2) and nitronyl nitroxide radicals, 2 R 4,4,5,5 tetramethyl 4,5 dihydro 1H imidazole 3 oxide 1 oxyls (NIT R, where R = H, Me, Ph, and 1 methyl pyrazol 4 yl), were synthesized and structurally characterized. An important peculiarity of the structure of synthesized solid phases is the formation of a supramolecular structure due to hydrogen bonds between the oxygen atoms of the nitronyl nitroxide fragments of NIT R and the hydrogen atoms of the NH groups of CuL2

\\\\expert2\\NBO\\Russian Chemical Bulletin\\2011, 60 (5), 816-823.pdf
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12.
Инвентарный номер: нет.
   
   S 98


   
    Synthesis of chelating polymer sorbents by using the S-N(H) methodology / A. V. Pestov, P. A. Slepukhin, Yu. G. Yatluk, V. N. Charushin, O. N. Chupakhin // Journal of Applied Polymer Science . - 2012. - Vol.125, №3. - С. 1970-1978
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
FUNCTIONALIZATION OF POLYMERS -- PHENOL -- X-RAY ANALYSIS
Аннотация: The article describes a new synthetic approach to modify the structure of phenol-formaldehyde and resorcinol-formaldehyde resins, which enables one to functionalize a polymer matrix by using the S?NH (nucleophilic aromatic substitution of hydrogen) methodology. Direct heteroarylation of phenol (resorcinol) fragments in polymer chains with 1,2,4-triazine derivatives illustrates a new synthetic method in the polymer chemistry. The feature of this methodology is that it provides an opportunity to accomplish direct one-pot polymer transformations by incorporating of rather complicated chelating groups through the displacement of hydrogen in phenol moieties. It has been shown that in order to obtain chemically modified polymers on the basis of phenol-formaldehyde and resorcinol-formaldehyde resins with a high degree of substitution with chelating units, a polymer matrix has to react with 3-(pyridin-2'-yl)-1,2,4-triazin-5(2H)-one. Also, it has been found that polymer sorbents with a high selectivity can be obtained by using the template method. Targeted synthesis of model compounds, as structural units of the chelating polymers, and elucidation of the structure of their complexes with copper (II) ions have shown that the most plausible type of coordination is formation of the bridge 1 : 1 complexes of the a,a'-bipyridinyl type.

\\\\expert2\\nbo\\Journal of Applied Polymer Science\\2012, vol.125,p.1970.pdf
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13.
Инвентарный номер: нет.
   
   C 73


   
    Combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (HSN) reactions as a versatile route to pyrimidines bearing thiophene fragments / E. V. Verbitskiy, E. M. Cherprakova, P. A. Slepukhin, M. I. Kodess, M. A. Ezhikova, M. G. Pervova, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Tetrahedron. - 2012. - Vol.68, №27-28. - С. 5445-5452
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
SUZUKI–MIYAURA -- CROSS-COUPLING -- PYRIMIDINES
Аннотация: It has been shown that combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen is a versatile method for the synthesis of 4-(thiophen-2-yl)-, 5-(thiophen-2-yl)-, and 4,5-di(thiophen-2-yl) substituted pyrimidines from the commercially available 5-bromopyrimidine. The HSN (AE)- and HSN (AO)-reactions of 5-bromopyrimidine with thiophene and 2-bromothiophene have been studied by gas–liquid chromatography/mass-spectrometry. The structures of intermediate σH-adducts, as well as thiophene-(thiophenyl)pyrimidine and bithiophene-(thiophenyl)pyrimidine dyads have first been established by X-ray crystallography analysis

\\\\Expert2\\nbo\\Tetrahedron\\2012, v. 68, p. 5445.pdf
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14.
Инвентарный номер: нет.
   
   C 75


   
    Consecutive S-N(H) and Suzuki–Miyaura Cross-Coupling Reactions – an Efficient Synthetic Strategy to Pyrimidines Bearing Pyrrole and Indole Fragments / E. V. Verbitskiy, G. L. Rusinov, V. N. Charushin, O. N. Chupakhin, E. M. Cheprakova, P. A. Slepukhin, M. G. Pervova, M. I. Kodess // European Journal of Organic Chemistry. - 2012. - Vol. 2012, №33. - С. 6612-6621
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
SYNTHETIC METHODS -- CROSS-COU­PLING -- NITROGEN HETEROCYCLES
Аннотация: The combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen reactions is a versatile tool for the syntheses of 4-(1R-pyrrol-2-yl)- and 4-(1R-indol-3-yl)-5-(hetero)aryl-substituted pyrimidines from commercially available 5-bromopyrimidine. The SNH [AE, (addition–elimination)] and SNH [AO, (addition–oxidation)] reactions of 5-bromopyrimidine with pyrroles and indoles were studied by gas chromatography–mass spectrometry. The structures of the intermediate σH adducts as well as the pyrrole-(hetero)arylpyrimidine and indole-(hetero)arylpyrimidine dyads were established for the first time by X-ray crystal structure analysis

\\\\Expert2\\nbo\\European Journal of Organic Chemistry\\2012, p.6612.pdf
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15.
Инвентарный номер: нет.
   
   P 17


   
    Palladium(II)-Catalyzed Oxidative C–H/C–H Coupling and Eliminative SNH Reactions in Direct Functionalization of Imidazole Oxides with Indoles / M. V. Varaksin, I. A. Utepova, O. N. Chupakhin, V. N. Charushin // Journal of Organic Chemistry. - 2012. - Vol.77, №20. - С. 9087-9093
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
IMIDAZOLE OXIDES -- INDOLES
Аннотация: Two novel synthetic approaches to realize the direct C(sp2)–H bond functionalization in cyclic nitrones are reported. Palladium(II)-catalyzed oxidative C–C coupling of 2,2-dialkyl-4-phenyl-2H-imidazole 1-oxides with indoles was shown to result in the formation of 5-indolyl-3-yl derivatives, while nucleophilic substitution of hydrogen (SNH) at C(5) of the same imidazole system was found to afford the corresponding deoxygenated compounds

\\\\Expert2\\nbo\\Journal of Organic Chemistry\\2010, v.77, p.9087.pdf
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16.
Инвентарный номер: нет.
   
   M 65


   
    Microwave-assisted palladium-catalyzed C–C coupling versus nucleophilic aromatic substitution of hydrogen (SNH) in 5-bromopyrimidine by action of bithiophene and its analogues [Электронный ресурс] / E. V. Verbitskiy, E. M. Cheprakova, E. F. Zhilina, M. I. Kodess, M. A. Ezhikova, M. G. Pervova, P. A. Slepukhin, V. N. Charushin // Tetrahedron. - 2013. - Vol.69, №25. - P5164-5172
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
C–H BOND ACTIVATIONS -- PYRIMIDINES -- PALLADIUM
Аннотация: 5-Bromopyrimidine reacts with 2,2′-bithiophene, [2,2′:5′,2″]terthiophene and 2-phenylthiophene in the presence of a palladium catalyst to give 5-(het)aryl substituted pyrimidines due to the palladium-catalyzed aryl–aryl C–C coupling. However 5-bromo-4-(het)aryl-pyrimidines have been prepared from the same starting materials through the SNH-reaction catalyzed by a Lewis acid. Conditions for both types of reactions were optimized. All components of the reaction mixtures, including by-products, have been elucidated by gas–liquid chromatography/mass-spectrometry. Evidence for the structure of 4- and 5-bithiophenyl-substituted pyrimidines has first been obtained by means of X-ray crystallography analysis. Molecular orbital calculations (TDDFT), as well as the redox and optical measurements for all new compounds have also been performed

\\\\Expert2\\NBO\\Tetrahedron\\2013, v. 68, p. 5164.pdf
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17.
Инвентарный номер: нет.
   
   S 98


   
    Synthesis of chiral ferrocenylazines. Negishi cross-coupling or S N H reactions? [Electronic resource] / A. A Musikhina, I. A. Utepova, N. S. Serebryakov, O. N. Chupakhin, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2013. - Vol.49, №8. - С. 1191-1194. - Bibliogr. : p. 1194 (28 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
SYNTHESIS -- CHIRAL FERROCENYLAZINES -- NEGISHI
Аннотация: Preparation of new hetaryl-containing planar chiral ferrocene by a nucleophilic substitution of hydrogen in azines was performed using a lithium derivative of (S)-ferrocenyl-p-tolylsulfoxide as s nucleophilic reagent

\\\\expert2\\NBO\\Russian Journal of Organic Chemistry\\2013, 49, (8), 1191-1194.pdf
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18.
Инвентарный номер: нет.
   
   D 62


   
    Direct nucleophilic functionalization of C(sp2)–H-bonds in arenes and hetarenes by electrochemical methods [Electronic resource] / A. V. Shchepochkin, O. N. Chupakhin, V. N. Charushin, V. A. Petrosyan // Russian Chemical Reviews. - 2013. - Vol.82, №8. - С. 747-772. - Bibliogr. : p. 770-772 (133 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
NUCLEOPHILIC FUNCTIONALIZATION -- C(sp2)–H-BONDS -- HETARENES
Аннотация: The data on the main electrochemical methods and approaches used for the direct functionalization of the C(sp2)–H-bond proceeding via the mechanisms of nucleophilic substitution of hydrogen (SNH-reaction) are classified and summarized. The important features of preparative electrochemical processes are considered. A special emphasis is placed on the synthetic potential of the discussed transformations

\\\\expert2\\NBO\\Russian Chemical Reviews\\2013, V.82, N8, p.747.pdf
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19.
Инвентарный номер: нет.
   
   S 90


   
    Study of the supramolecular structures of complexes of carborane-containing pyridazines with 2,3,5,6-tetrachloro-1,4-dihydroxybenzene [Electronic resource] / P. A. Slepukhin, S. G. Tolshchina, N. K. Ignatenko, R. I. Ishmetova, G. L. Rusinov, E. F. Zhilina, V. N. Charushin // Crystallography Reports. - 2014. - Vol. 59, № 2. - С. 202-206. - Bibliogr. : p. 206 (9 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
MOLECULAR PACKING PATTERNS -- PYRIDAZINES CONTAINING HETEROCYCLIC SUBSTITUENTS -- TETRACHLOROHYDROQUINONE
Аннотация: The structures and characteristic features of the molecular packing patterns of complexes of pyridazines containing heterocyclic substituents and the carborane moiety with 2,3,5,6-tetrachlorohydroquinone (TCHQ) were investigated. It was shown that TCHQ can form supramolecular assemblies with carborane-containing substituted pyridazines. The stoichiometry and three-dimensional structures of these assemblies depend on the substituents in the pyridazine ring and are formed via O-H…N hydrogen bonding between TCHQ and heterocyclic molecules

\\\\expert2\\nbo\\Crystallography Reports (Кристаллография)\\2014, v.59, N 2, p.202-206.pdf
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20.
Инвентарный номер: нет.
   
   C 47


    Charushin, V. N.
    Metal Free C-H Functionalization of Aromatics. Nucleophilic Displacement of Hydrogen / V. N. Charushin, O. N. Chupakhin. - [Б. м.] : Springer International Publishing Switzerland, 2014. - 283 с. - ISBN 1861-9282 : Б. ц.
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AROMATIC COMPOUNDS -- AROMATIC NUCLEOPHILES

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