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1.
Инвентарный номер: нет.
   


   
    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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2.
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    Azaheterocyclic derivatives of ortho - carborane: synthetic strategies and application opportunities / L. A. Smyshliaeva, M. V. Varaksin, V. N. Charushin, O. N. Chupakhin // Synthesis. - 2020. - Vol. 52, № 3. - P337-352
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZAHETEROCYCLES -- CARBORANES -- CARBORYNE -- CROSS-COUPLING REACTIONS -- DECABORANE
Аннотация: Azaheterocyclic derivatives of 1,2-dicarba- closo -dodeca borane (ortho -carborane) are known to be of particular interest due to numerous plausible applications, particularly, in medicine, materials science, and advanced technologies. Three principal synthetic strategies resulting in azaheterocyclic carboranes, in which boron-enriched and azaheterocyclic fragments are linked to each other, either directly by means of the C-C bonds or through a short spacer (CH 2, CH 2 S, CH 2 O, etc.), have been outlined. These synthetic approaches are of general character and can be used both individually and in combination to afford promising organoboron clusters of diverse architectures. 1 Introduction 2 C-C Cross-Coupling Strategies in the Synthesis of Azahetero cyclic Carboranes 3 Carboryne-Based Transformation Strategies 4 Condensation Strategies: Reactions of Decaborane B 10 H 14 with Substituted Acetylenes 5 Conclusion and Outlook.

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3.
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   T 82


   
    Transition metal-free regioselective cross-coupling of azine N-oxides with cymantrenyl lithium / A. A Musikhina, A. V. Kostromina, E. Y. Zyryanova, I. A. Utepova, O. N. Chupakhin, V. N. Charushin, P. A. Slepukhin // Современные синтетические методологии для создания лекарственных препаратов и функциональных материалов (MOSM2018): вторая международная научно-практическая конференция : материалы и доклады. - Екатеринбург, 2019. - С. 147
ББК Г
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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4.
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    Assembly of annulated 1,3-diazapyrenes by consecutive cross-coupling and cyclodehydrogenation of (het)arene moieties / E. V. Verbitskiy, E. M. Dinastiya, O. S. Eltsov [et al.] // Mendeleev communications. - 2020. - Vol. 30, № 2. - P142-144
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Di(het)areno[e,l][1,3]diazapyrene core was constructed by FeCl3-mediated intramolecular oxidative cyclodehydrogenation of 5-[2,6-di(het)arylphenyl]pyrimidine precursors, which in turn were obtained by the Suzuki cross-coupling of 5-(2,6-dibromophenyl)pyrimidine derivative with the corresponding (het)arylboronic acids. Molecular orbital calculations as well as redox and photophysical measurements show that the fused products are promising for organic electronic application.

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5.
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    Synthesys and photophysical properties of 2-(het)arylderivatives of 4-morpholinylquinazolines / E. V. Nosova, T. N. Moshkina, Ju. V. Permyakova [et al.] // Actual problems of organic chemistry and biotechnology. - Екатеринбург, 2020. - P281-283
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
4-(4-MORPHOLINYL)QUINAZOLINES -- CROSS-COUPLING -- FLUORESCENCE

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6.
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    Direct c-li/c-h coupling of c6f5li with azines and azoles n-oxides as efficient approach toward to polyfloorinated azaheterocycles / T. D. Moseev, M. V. Varaksin, E. A. Virlova [et al.] // Actual problems of organic chemistry and biotechnology. - Екатеринбург, 2020. - P276-277
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
C-C COUPLING -- NUCLEOPHILIC SUBSTITUTION OF HYDROGEN -- FLUORINE -- FLUORARENES

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7.
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    Synthesis and photophysical studies of novel v-shaped 2,3-bis{5-aryl-2-thienyl}(dibenzo[f,h])quinoxalines / T. N. Moshkina, E. V. Nosova, A. E. Kopotilova [et al.] // Asian journal of organic chemistry. - 2020. - Vol. 9, № 4. - P673-681
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CROSS-COUPLING -- DIBENZO[F,H]QUINOXALINE -- DONOR-ACCEPTOR-DONOR CHROMOPHORES -- FLUORESCENCE -- SENSORS
Аннотация: A series of novel V-shaped luminophores containing electron-withdrawing dibenzo[f,h]quinoxaline core and arylthienyl donor fragments at positions 2 and 3 has been synthesized. The absorption spectra (UV/vis) were recorded in several solvents, whereas emission spectra were recorded in solutions and powders. The solvatochromism as well as halochromism of obtained compounds was also explored. Electronic-structure calculations using quantum-chemistry methods were performed to further analyse experimental results. All characteristics were compared with that of 2,3-bis(arylthienyl)quinoxaline counterparts. The halochromic effect studies showed that upon gradual addition of trifluoroacetic acid (TFA) to the toluene solution of diethylaminophenyl-substituted dibenzo[f,h]quinoxaline chromophore, absorption and emission changed. Observed band shifts were more distinct in the case of mentioned quinoxaline than for other derivatives. All of the (dibenzo[f,h])quinoxaline chromophores exhibited good sensitivity toward nitro-containing explosives with high Stern-Volmer constants up to 57800 M−1, these results are remarkable for such heterocyclic systems.

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8.
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    Azaheterocyclic derivatives of ortho -carborane: synthetic strategies and application opportunities / L. A. Smyshliaeva, M. V. Varaksin, V. N. Charushin, O. N. Chupakhin // Synthesis. - 2020. - Т. 52, № 3. - P337-352
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CARBORANES -- AZAHETEROCYCLES -- DECABORANE -- CROSS-COUPLING REACTIONS -- CARBORYNE
Аннотация: Azaheterocyclic derivatives of 1,2-dicarba- closo -dodeca borane (ortho -carborane) are known to be of particular interest due to numerous plausible applications, particularly, in medicine, materials science, and advanced technologies. Three principal synthetic strategies resulting in azaheterocyclic carboranes, in which boron-enriched and azaheterocyclic fragments are linked to each other, either directly by means of the C-C bonds or through a short spacer (CH 2, CH 2 S, CH 2 O, etc.), have been outlined. These synthetic approaches are of general character and can be used both individually and in combination to afford promising organoboron clusters of diverse architectures. 1 Introduction 2 C-C Cross-Coupling Strategies in the Synthesis of Azahetero cyclic Carboranes 3 Carboryne-Based Transformation Strategies 4 Condensation Strategies: Reactions of Decaborane B 10 H 14 with Substituted Acetylenes 5 Conclusion and Outlook.

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9.
Инвентарный номер: нет.
   
   M 65


   
    Microwave-assisted synthesis of 4-(2,2'-bithiophen-5-yl)-5-phenylpyrimidine derivatives as sensors for detection of nitroaromatic explosives = Микроволновый синтез производных 4-(2,2'-битиофенил-5-ил)-5-фенилпиримидина и их применение в качестве сенсоров нитроароматических взрывчатых веществ / E. V. Verbitskiy, E. M. Cheprakova, A. A. Baranova, K. O. Khokhlov, K. I. Ludovik, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Chemistry of Heterocyclic Compounds. - 2016. - Vol. 52, № 11. - С. 904-909. - Bibliogr. : p. 909 (27 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
PYRIMIDINE TRIPHENYLAMINE -- NITROAROMATIC EXPLOSIVES -- FLUORESCENCE QUENCHING
Аннотация: A reaction sequence involving microwave-assisted Suzuki cross-coupling steps and bromination with N-bromosuccinimide was used to synthesize 4-{4-[4',5'-bis(4-diphenylaminophenyl)-3'-hexyl-2,2'-bithiophen-5-yl]pyrimidin-5-yl}benzonitrile. The optical properties of the obtained compound were studied to evaluate it for possible applications as a sensor of nitroaromatic compounds in acetonitrile solutions and gas phase

\\\\expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2016, v.52, N 11, p. 904-909.pdf
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10.
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   D 62


   
    Direct CC coupling of phthalazine-N-oxide with the carboranyl anion - An original approach to C-modification of carboranes / M. V. Varaksin, L. A. Galliamova, O. A. Stepanova, O. S. Eltsov, O. N. Chupakhin, V. N. Charushin // Journal of Organometallic Chemistry. - 2017. - Vol. 830. - P93-99
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CARBORANES -- C-C COUPLING -- PHTHALAZINE-N-OXIDE
Аннотация: An original transition metal-free approach based on the direct CC coupling of phtalazine-N-oxide with the carboranyl anion has been developed. A series of the novel C-modified closo-carboranes such as 1-(2-oxido-3-acyl-3,4-dihydrophtalazinyl-4-yl)-1,2-dicarba-closo-dodecaboranes and 1-(2-formylbenzyl)-1,2-dicarba-closo-dodecaborane have been obtained. The synthesized boron clusters could be of interest as promising building blocks in design of BNCT delivery agents.

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