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 / Irgashev Roman A.,Kazin Nikita A.,Kim Grigory A.,Rusinov Gennady L.,Charushin Valery N. // RSC ADVANCES. - 2016. - V. 6, l. 74. - P. 70106-70116.

ISSN/EISSN:

2046-2069 / нет данных

Type:

Article

Abstract:

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.

Author keywords:

LIGHT-EMITTING-DIODES; HOLE-TRANSPORTING MATERIALS; BIPOLAR HOST MATERIALS; THIN-FILM TRANSISTORS; SENSITIZED SOLAR-CELLS; ORGANIC SEMICONDUCTORS; HIGH-PERFORMANCE; HIGH-MOBILITY; DERIVATIVES; FLUORENONES

DOI:

10.1039/c6ra11796a

Web of Science ID:

ISI:000381512800056

Соавторы в МНС:

Другие поля

Поле	Значение
Publisher	ROYAL SOC CHEMISTRY
Address	THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND
Language	English
Keywords-Plus	LIGHT-EMITTING-DIODES; HOLE-TRANSPORTING MATERIALS; BIPOLAR HOST MATERIALS; THIN-FILM TRANSISTORS; SENSITIZED SOLAR-CELLS; ORGANIC SEMICONDUCTORS; HIGH-PERFORMANCE; HIGH-MOBILITY; DERIVATIVES; FLUORENONES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	irgashev@ios.uran.ru
ResearcherID-Numbers	Kim, Grigory/P-3806-2017 Irgashev, Roman/E-5077-2017
ORCID-Numbers	Kim, Grigory/0000-0001-8814-5180 Irgashev, Roman/0000-0002-8428-1748
Funding-Acknowledgement	Russian Foundation for Basic Research {[}15-03-00924\_A, 14-03-01017\_A, 14-03-00479\_A]; Scientific Council of the President of the Russian Federation {[}MK-4509.2016.3]
Funding-Text	This work was supported by the Russian Foundation for Basic Research (research projects No. 15-03-00924\_A, 14-03-01017\_A, 14-03-00479\_A) and the Scientific Council of the President of the Russian Federation (grant MK-4509.2016.3).
Number-of-Cited-References	82
Usage-Count-Last-180-days	2
Usage-Count-Since-2013	5
Journal-ISO	RSC Adv.
Doc-Delivery-Number	DT5HL