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1.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Irgashev R. A., Teslenko A. Yu., Zhilina E. F., Schepochkin A. V., Eltsov O. S., Rusinov G. L., Charushin V. N.
Заглавие : Synthesis, photophysical and electrochemical properties of novel 6,12-di(thiophen-2-yl) substituted indolo[3,2-b]carbazoles [Электронный ресурс]
Место публикации : Tetrahedron. - 2014. - Vol.70, №31. - С. 4685-4696
Систем. требования: http://www.sciencedirect.com/science/article/pii/S0040402014006395
Примечания : 08.08.2014
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): indolo[3,2-b]carbazole--indole--thiophene
Аннотация: Novel 5,11-dialkyl-6,12-di(thiophen-2-yl) substituted 5,11-dihydroindolo[3,2-b]carbazoles have been obtained and plausible ways for their further modifications via the Friedel–Crafts reaction are presented. The formylation of these indolo[3,2-b]carbazoles with dichloromethyl alkyl esters catalysed by Lewis acids leads to the formation of the corresponding 2,8-diformyl derivatives. Applicability of this formylation method for modification of indolo[3,2-b]carbazoles bearing electron-rich aromatic substituents at C-6 and C-12 has also been demonstrated. The Knoevenagel condensation of 2,8-dialdehydes with active methylene nitriles has been studied. The measurements of optical and redox properties for a number of new indolo[3,2-b]carbazoles have been performed
\\\\expert2\\nbo\\Tetrahedron\\2014, v. 70 , p. 4685-4696.pdf
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2.

Вид документа : Статья из журнала
Шифр издания : 54/N 89
Автор(ы) : Irgashev R. A., Karmatsky A. A., Kim G. A., Rusinov G. L., Charushin V. N., Sadovnikov A. A., Ivanov V. K., Kozyukhin S. A., Emets V. V., Grinberg V. A.
Заглавие : Novel push-pull thieno[2,3-b]indole-based dyes for efficient dye-sensitized solar cells (DSSCs)
Место публикации : Arkivoc. - 2017. - Vol. 4. - С. 34-50
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): dye-sensitized solar cells--electron-rich heterocycles--metal-free dyes--photovoltaic properties--push-pull structure--thieno[2,3-b]indole
Аннотация: New metal-free sensitizers (IK 3-6), based on the thieno[2,3-b]indole ring system, bearing various aliphatic substituents at the nitrogen atom (electron-donating part), several thiophene units (π-bridge linker) and 2-cyanoacrylic acid (the electron-accepting and anchoring group) have been synthesized for application in dye-sensitized solar cells (DSSCs). The relationship between the IK dye structure and efficiency of the corresponding DSSC has been elucidated. Power conversion efficiency (PCE) up to 6.3% (short-circuit photocurrent density (JSC) 19.0 mA cm-2, open-circuit voltage (VOC) 0.59 V, and fill factor (FF) 56.4%) were obtained for the DSSC, based on 2-cyano-3-{5-[8-(2-ethylhexyl)-8H-thieno[2,3-b]indol-2-yl]thiophen-2-yl}acrylic acid (IK 3), which proved to be a highly synthetic available compound, under simulated AM 1.5 G irradiation (100 mW cm-2), thus indicating that thieno[2,3-b]indole-based organic dyes are perspective candidates for DSSCs.
\\\\Expert2\\NBO\\ARKIVOC\\2017 v.4 p.34-50.pdf
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3.

Вид документа : Статья из журнала
Шифр издания : 54/N 52
Автор(ы) : Verbitskiy E. V., Baranova A. A., Lugovik K. I., Khokhlov K. O., Cheprakova E. M., Shafikov M. Z., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : New 4,5-di(hetero)arylpyrimidines as sensing elements for detection of nitroaromatic explosives in vapor phase
Место публикации : Dyes and Pigments. - 2017. - Vol. 137. - С. 360-371
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): fluorescence quenching--nitroaromatic explosives--triphenylamines--carbazoles--pyrimidines
Аннотация: A series of D–π–A–π–D type dyes based on pyrimidines, bearing thiophene linkers, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that the emission of all derivatives is sensitive to the presence of 2,4,6-trinitrotoluene (TNT) and other nitroaromatic compounds (NACs), in their acetonitrile solutions. The detection limits of fluorophores to NACs proved to be in the range from 10−4 to 10−6 mol/L. The time-resolved fluorescence measurements and theoretical investigation into the quenching mechanism in the presence of fluorophore has been performed. The two types of sensor prototypes for handheld sniffer «Nitroscan» (Plant «Promautomatika», Ekaterinburg, Russia) on the basis of non-woven dry wipe and spunlace non-woven fabric with various quantities of the most sensitive fluorophore have been fabricated. The reusable, reversible and sensitive response of the designed prototypes to NACs enables one to qualify these compounds as promising fluorescent sensory materials for detection of NACs.
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4.

Вид документа : Статья из журнала
Шифр издания : 54/N 52
Автор(ы) : Verbitskiy E. V., Baranova A. A., Lugovik K. I., Khokhlov K. O., Cheprakova E. M., Shafikov M. Z., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : New 4,5-di(hetero)arylpyrimidines as sensing elements for detection of nitroaromatic explosives in vapor phase
Место публикации : Dyes and Pigments. - 2016. - Vol. 137. - С. 360-371
Примечания : Bibliogr. : p. 370-371 (50 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 4,5-di(hetero)arylpyrimidines --nitroaromatic explosives --vapor phase
Аннотация: A series of D–π–A–π–D type dyes based on pyrimidines, bearing thiophene linkers, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that the emission of all derivatives is sensitive to the presence of 2,4,6-trinitrotoluene (TNT) and other nitroaromatic compounds (NACs), in their acetonitrile solutions. The detection limits of fluorophores to NACs proved to be in the range from 10−4 to 10−6 mol/L. The time-resolved fluorescence measurements and theoretical investigation into the quenching mechanism in the presence of fluorophore has been performed. The two types of sensor prototypes for handheld sniffer «Nitroscan» (Plant «Promautomatika», Ekaterinburg, Russia) on the basis of non-woven dry wipe and spunlace non-woven fabric with various quantities of the most sensitive fluorophore have been fabricated. The reusable, reversible and sensitive response of the designed prototypes to NACs enables one to qualify these compounds as promising fluorescent sensory materials for detection of NACs.
\\\\expert2\\nbo\\Dyes and Pigments\\2016, v. 137, p.360-371.pdf
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5.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Filatova E. S., Fedorova O. V., Chistyakov K. A., Rusinov G. L., Charushin V. N.
Заглавие : Features of a multicomponent biginelli reaction involving 3-oxobutanoyl-containing podands, aromatic aldehydes, and 1,2,4-triazol-3-amine
Место публикации : Chemistry of heterocyclic compounds. - 2020. - Vol. 56, № 1. - С. 88-91
Ключевые слова (''Своб.индексиров.''): dihydropyrimidine--monosubstituted podand--podand--triazolo[1,5-а]pyrimidine--triazolo[4,3-а]pyrimidine--tuberculostatic activity
Аннотация: [Figure not available: see fulltext.] A reaction of 3-oxobutanoyl-containing podands with thiophene-2-carbaldehyde (or benzaldehyde) and 3-amino-1,2,4-triazole gave podands featuring a 4,7-dihydro[1,2,4]triazolo[1,5-а]pyrimidine motif. It was established that the process was accompanied by the formation of [4,3-а]-isomers, which occurred in a slight excess during the synthesis of a podand containing a phenyl group at position 7 and, on the other hand, were observed as the minor products during the synthesis of podands bearing a thiophen-2-yl substituent. Trace amounts of monosubstituted podands were also detected, containing a free hydroxy group along with the triazolodihydropyrimidine pharmacophore.
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6.

Вид документа : Статья из журнала
Шифр издания : 54/D 47
Автор(ы) : Verbitskiy E. V., Baranova A. A., Ludovik K. I., Shafikov M. Z., Khokhlov K. O., Cheprakova E. M., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : Detection of nitroaromatic explosives by new D-π-A sensing fluorophores on the basis of the pyrimidine scaffold [Электронный ресурс]
Место публикации : Analytical and Bioanalytical Chemistry. - 2016. - С. Ahead of Print
Систем. требования: springer.com/search?query=10.1007%2Fs00216-016-9501-4
Примечания : 06.04.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): nitroaromatic explosives--pyrimidine scaffold
Аннотация: A series of D-​π-​A- type dyes based on pyrimidines, bearing various thiophene linkers, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that the emission of all derivs. is sensitive to the presence of nitroarom. explosives, such as 2,​4,​6-​trinitrophenol (PA)​, 2,​4,​6-​trinitrotoluene (TNT)​, and 2,​4-​dinitrotoluene (DNT)​, in their acetonitrile solns. The detection limits of fluorophores to PA, TNT, and DNT proved to be in the range from 5.83 × 10-​6 to 2.38 × 10-​7 mol​/L, 1.70 × 10-​4 to 8.40 × 10-​6 mol​/L, and 8.39 × 10-​5 to 6.87 × 10-​6 mol​/L, resp. The theor. investigation into the quenching mechanism in the presence of fluorophore has been performed. All compds. have shown a good efficiency as sensor materials when tested as elements of the original device Nitroscan for detecting nitro-​contg. explosives in vapor phase
\\\\expert2\\nbo\\Analytical and Bioanalytical Chemistry\\2016, Ahead Print.pdf
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7.

Вид документа : Статья из журнала
Шифр издания : 54/C 75
Автор(ы) : Irgashev R. A., Karmatsky A. A., Rusinov G. L., Charushin V. N.
Заглавие : Construction of Heteroacenes with Fused Thiophene and Pyrrole Rings via the Fischer Indolization Reaction
Место публикации : Organic Letters. - 2016. - Vol. 18, № 4. - С. 804-807
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): fused thiophene--pyrrole rings--fischer indolization reaction
Аннотация: A convenient approach to ladder-type 6H-benzo[4',5']thieno[2',3':4,5]thieno[3,2-b]indoles, e.g., I (X-rays single crystal structure shown)​, bearing various substituents in both terminal benzene rings has been developed. The protocol suggested for prepg. these N,S-​heteroacenes is based on using easily available reagents, such as cinnamic acids and arylhydrazines, which can be involved in the Fischer indole synthesis, as the key step. A similar condensed system of 12H-​benzo[4'',​5'']​thieno[2'',3'':4',5']​thieno[2',3':4,5]​thieno[3,2-b]indole, bearing six rings, has also been obtained.
\\\\expert2\\nbo\\Organic Letters\\2016, v.18, N 4, p.804-807,pdf.pdf
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8.

Вид документа :
Шифр издания : 54/C 73
Автор(ы) : Verbitskiy E. V., Cherprakova E. M., Slepukhin P. A., Kodess M. I., Ezhikova M. A., Pervova M. G., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : Combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (HSN) reactions as a versatile route to pyrimidines bearing thiophene fragments
Место публикации : Tetrahedron. - 2012. - Vol.68, №27-28. - С. 5445-5452
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 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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9.

Вид документа : Статья из журнала
Шифр издания : 54/C 10
Автор(ы) : Gorbunov E. B., Rusinov G. L., Ulomskii E. N., Rusinov V. L., Charushin V. N., Chupakhin O. N.
Заглавие : C-H functionalization of triazolo[a]-annulated 8-azapurines [Электронный ресурс]
Место публикации : Tetrahedron Letters. - 2016. - Vol. 57, № 21. - С. 2303-2305
Систем. требования: http://apps.webofknowledge.com/full
Примечания : 26.10.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): fused pyrimidines--c-h functionalization--8-azapurines
Аннотация: Direct C-H functionalization of triazolo[a]-annulated 8-azapurines with phenol ethers or thiophene has been performed using the oxidative nucleophilic displacement of a hydrogen on the pyrimidine ring, proceeding through the intermediacy of the corresponding sigma(H)-adducts.
\\\\expert2\\NBO\\Tetrahedron Letters\\2016, v. 57, p. 2303.pdf
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10.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Demina M. S., Rasputin N. A., Irgashev R. A., Tameev A. R., Rusinov G. L., Charushin V. N., Nekrasova N. V., Nunzi J. M.
Заглавие : Benzo[ b]selenophene/thieno[3,2-b]indole-based n,s,se-heteroacenes for hole-transporting layers
Место публикации : ACS omega. - 2020. - № 5. - С. 9377-9383
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Two series of new N,S,Se-heteroacenes, namely, 6H-benzo[4′,5′]selenopheno[2′,3′:4,5]thieno[3,2-b]indoles and 12H-benzo[4″,5″]selenopheno[2″,3″:4′,5′]thieno[2′,3′4,5]thieno[3,2-b]indoles, were successfully obtained using an effective strategy based on Fiesselmann thiophene and Fischer indole synthesis. The new molecules exhibit a large optical band gap (2.82 eV Egopt 3.23 eV) and their highest occupied molecular orbital (HOMO) energy formed by the plane Ï-core ranges between-5.2 and-5.6 eV, with the narrower optical band gap and lower HOMO level corresponding to selenated heteroacenes. In thin solid films of the heteroacenes, hole mobility measured using the conventional CELIV technique ranges between 10-5 and 10-4 cm2·V-1·s-1. All these make the proposed condensed-ring compounds a promising platform for the development of hole-transporting materials applicable in organic electronics.
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