C-H functionalization of azines. Anodic dehydroaromatization of 9-(hetero)aryl-9,10-dihydroacridines / Shchepochkin A. V.,Chupakhin O. N.,Charushin V. N.,Steglenko D. V.,Minkin V. I.,Rusinov G. L.,Maternb A. I. // RSC ADVANCES. - 2016. - V. 6, l. 81. - P. 77834-77840.

ISSN/EISSN:

2046-2069 / нет данных

Type:

Article

Abstract:

Data on anodic dehydroaromatization of 9,10-dihydroacridines, bearing aryl and heteroaryl fragments, are presented. Effects of both electron-donating and electron-withdrawing substituents on the current-voltage characteristics of these compounds have been established. The experimental data proved to be in a good agreement with quantum chemical calculations. A simple and convenient method for the electrochemical conversion of dihydroacridines into the corresponding 9-(hetero)aryl-N-methylacridinium salts has been advanced.

Author keywords:

HYDRIDE TRANSFER-REACTIONS; NUCLEOPHILIC-SUBSTITUTION; AROMATIC-SUBSTITUTION; ACRIDINE COMPOUNDS; HYDROGEN; ANALOGS; DERIVATIVES; CHEMISTRY; OXIDATION; CATIONS

DOI:

10.1039/c6ra17783b

Web of Science ID:

ISI:000382482200079

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	HYDRIDE TRANSFER-REACTIONS; NUCLEOPHILIC-SUBSTITUTION; AROMATIC-SUBSTITUTION; ACRIDINE COMPOUNDS; HYDROGEN; ANALOGS; DERIVATIVES; CHEMISTRY; OXIDATION; CATIONS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	chupakhin@ios.uran.ru
ORCID-Numbers	Shepochkin, Alexandr/0000-0001-7998-8311
Funding-Acknowledgement	Russian Science Foundation {[}14-13-01177]; Southern Federal University {[}213.01-2014/005]
Funding-Text	The research was financially supported by the Russian Science Foundation (Project No. 14-13-01177). The authors are thankful to Dr P. A. Slepukhin and M. I. Kodess, coworkers of Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences for their assistance in the X-ray - studies and NMR experiments. Steglenko D. V. and Minkin V. I. would like to thank the Southern Federal University grant No. 213.01-2014/005, for financial support of quantum chemistry calculations.
Number-of-Cited-References	39
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	11
Journal-ISO	RSC Adv.
Doc-Delivery-Number	DU8RR