Electrochemical reduction of N-(2-nitro-4-R-phenyl)pyridinium salts using redox-mediators

Electrochemical reduction of N -(2-nitroaryl)pyridinium chlorides was accomplished in acidic aqueous alcoholic medium in the galvanostatic mode using tin, titanium, vanadium, and iron chlorides as redox-mediators. The use of SnCl 2 as a mediator catalyst made it possible to shorten the electrosynthe...

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Bibliographic Details
Published in:Russian chemical bulletin 2016, Vol.65 (1), p.209-214
Main Authors: Sokolov, A. A., Begunov, R. S., Syroeshkin, M. A., Mikhal’chenko, L. V., Leonova, M. Yu, Gul’tyai, V. P.
Format: Article
Language:English
Subjects:
Chemical reduction
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Electrode materials
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Inorganic Chemistry
Iron chlorides
Organic Chemistry
Pyridinium chlorides
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Summary:Electrochemical reduction of N -(2-nitroaryl)pyridinium chlorides was accomplished in acidic aqueous alcoholic medium in the galvanostatic mode using tin, titanium, vanadium, and iron chlorides as redox-mediators. The use of SnCl 2 as a mediator catalyst made it possible to shorten the electrosynthesis time as compared to the direct electroreduction on an electrode and prepare the intramolecular cyclization products, viz ., substituted pyrido[1,2- a ]benzimidazoles, in high yield. The influence of the mediator nature and its amount, current density, temperature, cathode material, medium acidity, and the substrate structure on the efficiency of reductive heterocyclization of N -(2-nitroaryl)pyridinium salts was studied.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-016-1286-2