Investigation of Benzimidazoles. 6—transmission of substituent effects in dianion radicals of 2-substituted 5(6)-nitrobenzimidazoles studied by ESR spectroscopy

Autor: Tamara I. Vakul'skaya, Lyudmila I. Larina, M. G. Voronkov, V. A. Lopyrev, I. A. Titova, E. F. Shibanova
Rok vydání: 1985
Předmět:
Zdroj: Magnetic Resonance in Chemistry. 23:305-310
ISSN: 1097-458X
0749-1581
Popis: The substituent effects in dianion radicals of fourteen 2-substituted 5(6)-nitrobenzimidazoles, electrochemically generated in acetonitrile, were studied by ESR. It was found that the substituent influence on the nitro group is transmitted with approximately equal contributions from the inductive and resonance components, independently of the pairs of the σIσR, σIσRo,σIσR+ and ℱℛ substituent constants used. The radical stabilization constant σ contributes much to the correlation of the hyperfine splitting constants of H-6 and the heterocyclic nitrogen atoms. The transmission through the benzimidazole ring in dianion radicals of nitrobenzimidazoles is half that of the benzene ring in anion radicals of para-substituted nitrobenzenes.
Databáze: OpenAIRE