Abstract

The electrochemical reduction of 2-substituted 5(6)-benzimidazoles has been studied with the aid of classical polarography and cyclic voltammetry in acetonitrile. The influence of the substituents in position 2 on the magnitudes of the half-wave potentials of the first stage is exerted by induction and resonance mechanisms with approximately the same contributions, and that on the magnitudes of the half-wave potentials of the second stage predominantly by the resonance mechanism. The possibilities of taking the radical-stabilizing factor σ into account in the correlations are discussed. In order to study the 2-substituted 5(6)-nitrobenzimidazole series, their pK a values in acetonitrile have been determined by potentiometric titration.

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