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Труды сотрудников Института органического синтеза УрО РАН (10)

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полный	информационный	краткий

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автору	заглавию	году издания	типу документа

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Общее количество найденных документов : 8
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   S 98


    Synthesis, photophysical and electrochemical properties of novel 6,12-di(thiophen-2-yl) substituted indolo[3,2-b]carbazoles [Electronic resource] / R. A. Irgashev, A. Yu. Teslenko, E. F. Zhilina, A. V. Schepochkin, O. S. Eltsov, G. L. Rusinov, V. N. Charushin // Tetrahedron. - 2014. - Vol.70, №31. - С. 4685-4696

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
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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    5-(Methylidene)barbituric acid as a new anchor unit for dye-sensitized solar cells (DSSC) [Electronic resource] / R. A. Irgashev, G. A. Kim, G. L. Rusinov, V. N. Charushin // ARKIVOC. - 2014. - Vol. 2014, №5. - С. 123-131. - Bibliogr. : p. 131 (14 ref.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
ANCHOR GROUP -- BARBITURIC ACID -- CARBAZOLE
Аннотация: Novel dyes bearing a 5-(methylidene)barbituric acid moiety as a new acceptor/anchor fragment were obtained and exhibited remarkable photophysical properties, according to a preliminary assessment of their sensitization activity as elements for dye-sensitized solar cells

\\\\expert2\\nbo\\ARKIVOC\\2014, p.123-131.pdf
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   S 98


    Synthesis, Photophysical and Redox Properties of the D-pi-A Type Pyrimidine Dyes Bearing the 9-Phenyl-9H-Carbazole Moiety [Electronic resource] / E. V. Verbitskiy [и др.] // Journal of Fluorescence. - 2015. - Vol. 25, № 3. - С. 763-775. - Bibliogr. : p. 774-775 (51 ref.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
PYRIMIDINES -- CARBAZOLE -- DYE-SENSITIZED SOLAR CELLS
Аннотация: Novel donor-pi-acceptor dyes bearing the pyrimidine unit as an electron-withdrawing group have been synthesized by using combination of two processes, based on the microwave-assisted Suzuki cross-coupling reaction and nucleophilic aromatic substitution of hydrogen. Spectral properties of the obtained dyes in six aprotic solvents of various polarities have been studied by ultraviolet-visible and fluorescence spectroscopy. In contrast to the absorption spectra, fluorescence emission spectra displayed a strong dependence from their solvent polarities. The nature of the observed long wavelength maxima has been elucidated by means of quantum chemical calculations. The electrochemical properties of these dyes have been investigated by using cyclic voltammetry, while their photovoltaic performance was evaluated by a device fabrication study. The experimental and calculation data show that all of the dyes can be regarded as potentially good photosensitizers for dye-sensitized solar cells.

\\\\expert2\\nbo\\Journal of Fluorescence\\2015, v.25, p.763-775.pdf
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   N 52


    New 2H-[1,2,3]triazolo[4,5-e][1,2,4]triazolo[1,5-a]pyrimidine derivatives as luminescent fluorophores for detection of nitroaromatic explosives [Electronic resource] / E. V. Verbitskiy, E. B. Gorbunov, A. A. Baranova, K. I. Ludovik, K. O. Khokhlov, E. M. Cheprakova, G. A. Kim, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Tetrahedron. - 2016. - Vol. 72, № 32. - С. 4954-4961

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CARBAZOLE -- NITROAROMATIC EXPLOSIVES -- TRIPHENYLAMINE
Аннотация: A number of D-pi-A type dyes on the basis of new 2H[1,2,3]triazolo[4,5-e][1,2,4]triazolo[1,5-a]pyrimidines, bearing various electron-donating carbazole and triphenylamine fragments, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that emission spectra of these compounds in acetonitrile are sensitive to the presence of nitroaromatic explosives, such as 2,4-dinitroanisole (DNAN), picric acid (PA), styphnic acid (SA), 1,3,5-triethoxy-2,4,6-trinitrobenzene (TETNB), 2,4-dinitrotoluene (DNT), 2,4,6-trinitrotoluene (TNT) and nitrobenzene (NB). Detection limits of fluorophores for DNAN, PA, SA, TETNB, DNT and TNT proved to be in the range from 4.82x10(-1) to 2.96x10(-3) mol/L, 2.10x10(-3) to 5.98x10(-5) mol/L, 1.26x10(-1) to 2.02x10(-4) mol/L, 1.58 x 10(-1) to 1.62x10(-3) mol/L, 1.26x10(-1) to 5.61x10(-4) mol/L and 9.01x10(-2) to 2.77x10(-3) mol/L, respectively. Selective fluorescence quenching response, including a sharp color change under UV irradiation (especially for PA, SA and DNT), makes these compounds promising fluorescence chemosensors for nitroaromatic explosives

\\\\expert2\\NBO\\Tetrahedron\\2016, v. 72 , p. 4954-4961.pdf
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   A 10


    A new synthetic approach to fused nine-ring systems of the indolo[3,2-b] carbazole family through double Pd-catalyzed intramolecular C-H arylation [Electronic resource] / R. A. Irgashev, N. A. Kazin, G. A. Kim, G. L. Rusinov, V. N. Charushin // RSC Advances. - 2016. - Vol. 6, № 74. - С. 70106-70116

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
IGHT-EMITTING-DIODES -- BIPOLAR HOST MATERIALS -- HOLE-TRANSPORTING MATERIALS
Аннотация: A series of new polycyclic compounds bearing the 5,11-dihydroindolo[3,2-b] carbazole ring system, as the common motif of their nine-ring scaffolds, has been successfully prepared with the usage of an efficient two-step strategy, based on the double Friedel-Crafts acylation of 5,11-dihexyl-6,12-di(hetero) aryl-substituted 5,11-dihydroindolo[3,2-b] carbazoles with 2-iodobenzoyl chloride in the presence of SnCl4, followed by regioselective palladium-catalyzed cyclization of the obtained 2,8-bis(2-iodobenzoyl) derivatives into the desired fused 9H-fluoren-9-ones. Some modifications of these nine-ring structures have been performed to afford compounds of the same family bearing the 9H-fluorene fragments. Basic photophysical and electrochemical properties as well as thermal stability of the new fused indolo[3,2-b] carbazole derivatives have been determined.

\\\\expert2\\NBO\\RSC Advances\\2016. Vol. 6, N 74. P. 70106.pdf
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   A 10


    A new synthetic approach to fused nine-ring systems of the indolo[3,2-b]carbazole family through double Pd-catalyzed intramolecular C–H arylation / R. A. Irgashev, N. A. Kazin, G. A. Kim, G. L. Rusinov, V. N. Charushin // RSC Advances. - 2016. - Vol. 6. - С. 70106-70116. - Bibliogr. : p. 70115-70116 (22 ref.)

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
Pd-CATALYZED -- C–H ARYLATION -- SYNTHESIS

\\\\expert2\\NBO\\RSC Advances\\2016. Vol. 6, N 70106.pdf
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   S 98


    Synthesis and properties of new π-conjugated imidazole/carbazole structures / R. A. Irgashev, N. A. Kazin, N. I. Makarova, I. V. Dorogan, V. V. Malov, A. R. Tameev, G. L. Rusinov, A. V. Metelitsa, V. I. Minkin, V. N. Charushin // Dyes and Pigments. - 2017. - Vol. 141. - P512-520

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
IMIDAZOLES -- CARBAZOLES -- ABSORPTION SPECTRA -- PHOTOLUMINESCENCE -- TDDFT CALCULATIONS -- CHARGE MOBILITY
Аннотация: New 3-(1H-imidazol-2-yl)-9H-carbazoles and 6,6′-di(1H-imidazol-2-yl)-9H,9′H-3,3′-bicarbazoles have been prepared, starting from 9-ethyl-9H-carbazole-3-carbaldehyde or 9,9′-diethyl-9H,9′H-[3,3′-bicarbazole]-6,6′-dicarbaldehyde through their reactions with 4-methoxyaniline or 4-fluoroaniline, benzil or 2,2′-thenil [1,2-di(thien-2,2′-yl) glyoxal] and ammonium acetate on reflux in glacial acetic acid. The obtained compounds have been shown to demonstrate an effective fluorescence in the blue spectral region, exhibiting quantum yields in the range of 0.08–0.51, depending on their molecular structure and solvent polarity. The nature of the observed absorption spectra has been elucidated by the TDDFT calculations.

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   A 10


    A convenient synthesis of new 5,11-dihydroindolo[3,2-b]carbazoles bearing thiophene, 2,2′-bithiophene or 2,2′:5′,2″-terthiophene units at C-2 and C-8 positions / R. A. Irgashev, N. A. Kazin, G. L. Rusinov, V. N. Charushin // Tetrahedron Letters. - 2017. - Vol. 58, № 32. - P3139-3142

ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
5,11-DIHYDROINDOLO[3,2-B]CARBAZOLE -- THIOPHENE -- 3-CHLOROACRYLALDEHYDE -- THE VILSMEIER–HAACK FORMYLATION -- THE FIESSELMANN REACTION
Аннотация: A series of new 5,11-dihydroindolo[3,2-b]carbazole derivatives, containing functional thiophene, 2,2′-bithiophene or 2,2′:5′,2″-terthiophene moieties at both C-2 and C-8 positions of their fused scaffolds, have been obtained from 2,8-diacetyl-substituted 5,11-dihydroindolo[3,2-b]carbazole compounds through the effective strategy, which is based on the sequence of two reactions, namely the Vilsmeier–Haack formylation and the Fiesselmann thiophene synthesis. The starting acetyl substituted materials have been transformed into the corresponding 3-chlorocrylaldehyde-containing compounds by treatment with POCl3-DMF complex, followed by the reaction with alkyl thioglycolates or α-mercaptoacetone in the presence of triethylamine to afford 2-carboalkoxythiophene- or 2-acetylthiophene-linked derivatives. 2-Acetylthiophene derivatives have further been involved into the same sequence of reactions to obtain 2,2′-bithiophene-, and 2,2′:5′,2″-terthiophene-linked 5,11-dihydroindolo[3,2-b]carbazole compounds.

\\\\Expert2\\NBO\\Tetrahedron Letters\\2017 v.58 p.3139-3142.pdf
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