Electrochemical reduction of 4-(nitrophenyl)-1,2- and 4-(nitrophenyl)-1,4-dihydropyridines and the ESR spectra of the obtained free-radical particles

Authors

  • Л. Баумане Latvian Institute of Organic Synthesis, Riga LV-1006
  • P. Гавар Latvian Institute of Organic Synthesis, Riga LV-1006
  • Я. Страдынь Latvian Institute of Organic Synthesis, Riga LV-1006
  • Г. Дубyp Latvian Institute of Organic Synthesis, Riga LV-1006

Abstract

In the course of electrochemical generation the intermediate reaction products (free radicals of the nitro-and nitrosophenyl type, which appear on the cyclic voltammetric curves) were identified by ESR. The N-substituted derivatives are characterized by reduction of the dihydropyridine ring. The 4-nitrophenyl derivatives are characterized by the absence of intramolecular electron transfer during electrochemical reduction. In the case of the corresponding derivatives of 1,2-dihydropyridine intramolecular transfer of electrons and protons is possible under these conditions. Combined schemes of the primary and secondary chemical reactions involved in the electrochemical reduction of the investigated compounds are presented. It was established that the substances investigated with reference to the mechanism of the electrochemical transformations include the antihypertensive nifedipine (corinfar, fenigidine).

How to Cite
Baumane, L.; Gavar, R.; Stradyn', Y.; Dubur, G. Chem. Heterocycl. Compd. 1997, 33, 190. [Khim. Geterotsikl. Soedin. 1997, 219.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02256761

Published

1997-02-25

Issue

Section

Original Papers