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1.
Инвентарный номер: нет.
   


   
    15N chemical shifts and Jnn-couplings as diagnostic tools for determination of the azide-tetrazole equilibrium in tetrazoloazines / S. L. Deev, T. S. Shestakova, Z. O. Shenkarev [et al.] // Journal of Organic Chemistry. - 2022. - Vol. 87, № 1. - P211–222
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Selectively 15N-labeled tetrazolo[1,5-b][1,2,4]triazines and tetrazolo[1,5-a]pyrimidines bearing one, two, or three 15N labels were synthesized. The synthesized compounds were studied by 1H, 13C, and 15N NMR spectroscopy in DMSO and TFA solutions, where the azide–tetrazole equilibrium can lead to the formation of two tetrazole (T, T′) isomers and one azide (A) isomer for each compound. Incorporation of the 15N-label(s) leads to the appearance of 15N–15N coupling constants (JNN), which can be easily measured via simple 1D 15N NMR spectra, even at natural abundance between labeled and unlabeled 15N atoms. The chemical shifts for the 15N nuclei in the azole moiety are very sensitive to the ring opening and azide formation, thus providing information about the azido–tetrazole equilibrium. At the same time, the 1–2JNN couplings between 15N-labeled atoms in the azole and azine fragments unambiguously determine the fusion type between tetrazole and azine rings in the cyclic isomers T and T′. Thus, combined analysis of 15N chemical shifts and JNN values in selectively isotope-enriched compounds provides an effective diagnostic tool for direct structural determination of tetrazole isomers and azide form in solution. This method was found to be the most simple and efficient way to study the azido–tetrazole equilibrium.

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2.
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    1H NMR evidence for 5(4H)-oxazolones formation and racemization [Text] : доклад, тезисы доклада / O. N. Chupakhin, V. P. Krasnov, A. M. Demin, G. L. Levit, M. I. Kodess // XXth European Colloquium on Heterocyclic Chemistry, Stockholm,Sweden, 18-21 Aug. 2002 г. - Stockholm, 2002. - C:2
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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3.
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    5(6)-Fluoro-6(5)-R-benzofuroxans: synthesis and NMR 1H, 13C and 19F studies [Text] / S. K. Kotovskaya, S. A. Romanova, V. N. Charushin, M. I. Kodess, O. N. Chupakhin // Journal of Fluorine Chemistry. - 2004. - Vol. 125, № 3. - P421-428 : ил. - Библиогр.: с. 428 (14 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
5,6-DIFLUOROBENZOFUROXAN -- NUCLEOPHILIC SUBSTITUTION -- X-RAY CRYSTALLOGRAPHY
Аннотация: 5(6)-Fluoro-6(5)-substituted benzofuroxans were obtained by the reactions of 5,6-difluorobenzofuroxan with a number of nucleophiles, such as alkylamines, cycloalkylimines, sodium azide and sodium alkoxides. The features of tautomerism in the series of asymmetrical 5(6)-fluorobenzofuroxans in acetone solutions have been studied by 1H, 13C and 19F NMR.????

\\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2004, v.125, p.421.pdf
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4.
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   A 10


   
    A simple synthesis of the pentacyclic lamellarin skeleton from 3-nitro-2-(trifluoromethyl)-2H-chromenes and 1-methyl(benzyl)-3,4-dihydroisoquinolines / V. Yu. Korotaev, V. Ya. Sosnovskikh, A. Yu. Barkov, P. A. Slepukhin, M. A. Ezhikova, M. I. Kodess, Yu. V. Shklyaev // Tetrahedron. - 2011. - Vol. 67, № 45. - С. 8685-8698
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
LAMELLARIN ALKALOIDS -- ISOQUINOLINE DERIVATIVES -- HETEROCYCLIC SYSTEM
Аннотация: The basic structural framework of lamellarin alkaloids, 8,9-dihydro-6H-chromeno[4?,3?:4,5]pyrrolo[2,1-a]isoquinoline derivatives, has been obtained in good yields via Grob synthesis between 3-nitro-2-(trifluoromethyl)-2H-chromenes and 1-methyl-3,4-dihydroisoquinolines in refluxing isobutanol. In the case of 1-benzyl-3,4-dihydroisoquinolines, a dynamic NMR effect was observed in the 1H and 19F NMR spectra of the products as a result of restricted rotation about the single bond linking the benzene ring and the heterocyclic system. When the reaction was carried out with 3-nitro-2-(trichloromethyl)-2H-chromenes in toluene at room temperature, only Michael adducts, as a mixture of two diastereomers, were isolated.??????--------------------------------------------------------------------------------??

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5.
Инвентарный номер: нет.
   
   A 18


   
    Acidic hydrolysis of N-acyl-1-substituted 3-amino-1,2-dicarba-closo-dodecaboranes [Electronic resource] / G. L. Levit, A. M. Demin, M. I. Kodess, M. A. Ezhikova, L. Sh. Sadretdinova, V. A. Ol'shevskaya, V. N. Kalinin, V. P. Krasnov, V. N. Charushin // Journal of Organometallic Chemistry. - 2005. - Vol. 690, № 11. - P2783-2786
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Acidic hydrolysis of N-acyl 1-methyl- and 1-phenyl-3-amino-1,2-dicarba-closo-dodecaboranes has been studied. It has been shown that acidic hydrolysis of diastereomeric amides of 1-methyl-3-amino-1,2-dicarba-closo-dodecaborane results in the partial racemization of the target 3-amino-1-methylcarborane. Under the similar conditions, the hydrolysis of N-acyl-3-amino-1-phenyl-1,2-dicarba-closo-dodecaboranes resulted in amide bond cleavage accompanied by simultaneous deboronation with the removal of boron atom at position 6 of carborane cage and formation of 7,8-dicarba-nido-undecaborane derivative according to 11B and 1H NMR spectroscopy.

\\\\Expert2\\nbo\\Journal of Organometallic Chemistry\\2005, v. 690, p.2783.pdf
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6.
Инвентарный номер: нет.
   
   A 53


   
    An Unusually easy oxidative dequaternization of N-alkyl-1,2,4-triazinium salts [Electronic resource] / O. N. Chupakhin, B. V. Rudakov, P. McDermott, S. G. Alexeev, V. N. Charushin, F. Hegarty // Mendeleev Communications. - 1995. - Vol. 5, № 3. - P104-105
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Unusually easy dequaternization has been found to occur on treatment of 1-alkyl-3-morpholino-5-phenyl-1,2,4-triazinium iodides with triethylamine in alcohol or acetone solutions at room temperature; a plausible reaction mechanism has been advanced on the basis of NMR and kinetic studies

\\\\expert2\\nbo\\Mendeleev Communications\\1995, v.5, N 3. p.104.pdf
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7.
Инвентарный номер: нет.
   
   A 89


   
    Asymmetrical oxidation of menthone dithiolane [Electronic resource] / A. V. Timshina, S. A. Rubtsova, M. I. Kodess, E. G. Matochkina, P. A. Slepukhin, A. V. Kuchin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2008. - Vol. 44, № 7. - P1043-1048
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Asymmetrical oxidation was performed of menthone dithiolane obtained in 95–98% yield by condensation of menthone with 1,2-ethanedithiol in the presence of boron trifluoride etherate. 6-Isopropyl-9-methyl-1,4-dithiaspiro[4,5]decane-1,4-dioxide (yield 5–55%) and 6-isopropyl-9-methyl-1,4-dithiaspiro[4,5]-decane-1,1,4-trioxide (yield 65–70%) were synthesized. Chemical structures of compounds obtained were proved by XRD analysis, NMR and IR spectroscopy

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2008, 44 (7), 1043.pdf
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8.
Инвентарный номер: нет.
   
   A 90


   
    Atropoisomerism of 13-N,N-dimethylamide-15,17-dimethyl ester of chlorin e6 from the data of X-ray, 1H NMR, and HPLC [Electronic resource] / D. V. Belykh, E. V. Buravlev, P. A. Slepukhin, A. V. Kuchin // Russian Journal of General Chemistry. - 2010. - Vol. 80, № 11. - P2382-2386. - Bibliogr. : p. 2386 (9 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Atropoisomerism of tertiary 13-amides of chlorin e 6 was studied by the methods of X-ray analysis, 1H NMR spectroscopy, and high performance liquid chromatography on the example of 13-N,N-dimethylamide-15,17-dimethyl ester of chlorin e 6. The spatial structure of the major and minor atropoisomers was established. The possibility of reversible interconversion of the atropoisomers of the studied compound in solution was shown

\\\\Expert2\\nbo\\Russian Journal of General Chemistry\\2010, V. 80, N 11, p.2382-2386.pdf
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9.
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    Betaine–N-heterocyclic carbene interconversions of quinazolin-4-one imidazolium mesomeric betaines. sulfur, selenium, and borane adduct formation / S. L. Deev, E. Sheina, T. S. Shestakova [и др.] // European journal of organic chemistry. - 2020. - № 4. - С. 450-465
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
ANIONIC NHCS -- BETAINES -- BORON COMPOUNDS -- CARBENES -- CYCLIC BORATES -- IMIDAZOL-2-YLIDENE
Аннотация: Reaction of N-alkylated imidazoles with 2-chloro-4-quinazolinone gave mesomeric betaines, 2-(1-alkyl-1H-imidazolium-3-yl)quinazolin-4-olates, for which three tautomeric forms of N-heterocyclic carbenes (NHCs) can be formulated, in addition to an anionic NHC after deprotonation. The NHC tautomers were trapped with sulfur, selenium, triethylborane, and triphenylborane as thiones, selenones and borane adducts, respectively. We obtained two isomers of the cyclic borane adducts, diazaboroloquinazolinones with [1,5-a] and [5,1-b]-type fusion between the quinazolinone and the diazaborole rings. They correspond to two different NHC tautomers and to the anionic NHC derived thereof. The third NHC tautomer was trapped as a non-cyclic adduct with tris(pentafluorophenyl)borane by coordination to the quinazoline oxygen atom. 2D 1H-15N HMBC experiments of 15N-labeled quinazolinone fragments, quantitative measurements of long-range 1H-15N coupling constants (JHN), and five X-ray single crystal analyses have been carried out for the structure elucidations and to gain insight into the NMR spectroscopic properties of these compounds.

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10.
Инвентарный номер: нет.
   
   C 21


   
    Carboxyalkylation of chitosan in the gel state / Yu. A. Skorik, A. V. Pestov, M. I. Kodess, Yu. G. Yatluk // Carbohydrate Polymers. - 2012. - Vol. 90, № 2. - С. 1176-1181
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CHITOSAN -- CHEMICAL MODIFICATION -- GEL TECHNIQUE
Аннотация: This study presents a new approach for direct carboxyalkylation of chitosan in the gel state by using aza-Michael addition and substitution reactions. Various reagents were applied including acrylic and crotonic acids, and alpha-, beta-, gamma-, delta-, and epsilon-halocarboxylic acids. The reaction of chitosan with gamma- and delta-halocarboxylic acids showed no target product formation either in solution or in the gel state. In the case of acrylic, crotonic, alpha- and beta-halocarboxylic acids, the reaction performed in the gel state (concentration of chitosan 20-40%) shows higher degree of substitution at lower reaction time and temperature than in diluted solutions (concentration of chitosan 0.5-2%). The results were discussed in terms of kinetics of the target and side reactions. H-1 and C-13 NMR confirmed that in all cases the carboxyalkylation of chitosan proceeds exclusively at the amino groups

\\\\Expert2\\nbo\\Carbohydrate Polymers\\2012, v. 90, p.1176.pdf
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