Synthesis, photophysical and electrochemical properties of novel 6,12-di(thiophen-2-yl) substituted indolo{[}3,2-b]carbazoles / Irgashev Roman A.,Teslenko Anton Yu.,Zhilina Ekaterina F.,Schepochkin Aleksandr V.,El'tsov Oleg S.,Rusinov Gennady L.,Charushin Valery N. // TETRAHEDRON. - 2014. - V. 70, l. 31. - P. 4685-4696.

ISSN/EISSN:

0040-4020 / нет данных

Type:

Article

Abstract:

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. (C) 2014 Elsevier Ltd. All rights reserved.

Author keywords:

Indolo{[}3,2-b]carbazole; Indole; Thiophene; Acylation; Luminescence; N-Heteroacenes UBER ALPHA-HALOGENATHER; THIN-FILM TRANSISTORS; LIGHT-EMITTING-DIODES; SOLAR-CELLS; DERIVATIVES; SEMICONDUCTORS; TRANSPORT; ALDEHYDES

DOI:

10.1016/j.tet.2014.04.093

Web of Science ID:

ISI:000337868600015

Соавторы в МНС:

Другие поля

Поле	Значение
Month	AUG 5
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	UBER ALPHA-HALOGENATHER; THIN-FILM TRANSISTORS; LIGHT-EMITTING-DIODES; SOLAR-CELLS; DERIVATIVES; SEMICONDUCTORS; TRANSPORT; ALDEHYDES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	irgashev@ios.uran.ru
ResearcherID-Numbers	Irgashev, Roman/E-5077-2017
ORCID-Numbers	Irgashev, Roman/0000-0002-8428-1748
Funding-Acknowledgement	Ural Branch of the Russian Academy of Sciences {[}12-P-3-1014, 12-P-3-1030, 12-T-3-1025, 12-T-3-1031]; Russian Foundation for Basic Research {[}13-03-12434-ofi\_m2, 13-03-96049-r\_ural\_a, 14-03-01017\_A]; Scientific Council of the President of the Russian Federation {[}MK-3043.2014.3]
Funding-Text	This work was supported by the Ural Branch of the Russian Academy of Sciences (Grants No 12-P-3-1014, 12-P-3-1030, 12-T-3-1025 and 12-T-3-1031), the Russian Foundation for Basic Research (research projects No. 13-03-12434-ofi\_m2, 13-03-96049-r\_ural\_a, 14-03-01017\_A), and the Scientific Council of the President of the Russian Federation (grant MK-3043.2014.3).
Number-of-Cited-References	33
Usage-Count-Last-180-days	3
Usage-Count-Since-2013	45
Journal-ISO	Tetrahedron
Doc-Delivery-Number	AJ7HU