Stable sigma(H)-adducts in the reactions of the acridinium cation with heterocyclic N-nucleophiles / Shchepochkin A. V.,Chupakhin O. N.,Charushin V. N.,Rusinov G. L.,Subbotina Yu. O.,Slepukhin P. A.,Budnikova Yu. G. // RUSSIAN CHEMICAL BULLETIN. - 2013. - V. 62, l. 3. - P. 773-779.

ISSN/EISSN:
1066-5285 / 1573-9171
Type:
Article
Abstract:
A reaction of NH-heterocycles with the 10-methylacridinium cation in the presence of a base led to 9,10-dihydro-10-methyl-9-substituted acridines, which can be considered as stable intermediates in the aromatic nucleophilic substitution reaction of hydrogen. The structure of the intermediates was studied and their oxidation potentials were determined. Generally, the oxidation potential was found to symbatically change with the changes in the energy of HOMO.
Author keywords:
aromatic nucleophilic substitution of hydrogen; sigma(H)-adducts; acridine; NH-heterocycles; cyclic voltammetry SUBSTITUTION; HYDROGEN; CHEMISTRY; DERIVATIVES; MECHANISM; AZINES; AGENTS
DOI:
10.1007/s11172-013-0105-2
Web of Science ID:
ISI:000329373400024
Соавторы в МНС:
Другие поля
Поле Значение
Month MAR
Publisher SPRINGER
Address 233 SPRING ST, NEW YORK, NY 10013 USA
Language English
EISSN 1573-9171
Keywords-Plus SUBSTITUTION; HYDROGEN; CHEMISTRY; DERIVATIVES; MECHANISM; AZINES; AGENTS
Research-Areas Chemistry
Web-of-Science-Categories Chemistry, Multidisciplinary
Author-Email chupakhin@ios.uran.ru yulia@iopc.ru
ResearcherID-Numbers Budnikova, Yulia/A-9843-2011
ORCID-Numbers Budnikova, Yulia/0000-0001-9497-4006
Funding-Acknowledgement Russian Foundation for Basic Research {[}12-03-90705-mob\_st.]; Council on Grants at the President of the Russian Federation (Program of State Support for Leading Scientific Schools of the Russian Federation) {[}NSh-55052012.3]
Funding-Text This work was financially supported by the Russian Foundation for Basic Research (Project No. 12-03-90705-mob\_st.) and the Council on Grants at the President of the Russian Federation (Program of State Support for Leading Scientific Schools of the Russian Federation, Grant NSh-55052012.3).
Number-of-Cited-References 28
Usage-Count-Last-180-days 1
Usage-Count-Since-2013 3
Journal-ISO Russ. Chem. Bull.
Doc-Delivery-Number 285DM