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Polarographic reduction of benzazolylsubstituted pyridinium salts

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

N-Methyl- and N-benzyl-substituted 2-, 3-, and 4-benzazolypyridinium (BAP) salts are reduced on a dropping mercury electrode (DME) to give a free radical in the first step and the corresponding dihydropyridine derivative in the second step. The free radicals of 2- and 4-BAP salts are distinguished by high stability as compared with other radicals with a pyridine structure owing to delocalization of the unpaired electron over the conjugated system and can be recorded by ESR spectroscopy. A peculiarity of the BAP salts is their facile reduction on the electrode; this is particularly true of the 2- and 4-benzoxazolyl- and benzothiazolyl-substituted salts.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 675–682, May, 1975.

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Kadysh, V.P., Stradyn', Y.P., Lavrinovich, É.S. et al. Polarographic reduction of benzazolylsubstituted pyridinium salts. Chem Heterocycl Compd 11, 588–593 (1975). https://doi.org/10.1007/BF00480486

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  • DOI: https://doi.org/10.1007/BF00480486

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