Abstract

The electrochemical oxidation of several α,α′-di- tert-butyl pyrroles and thiophenes has been investigated in acetonitrile. Reversible cyclic voltammograms for the oxidation of one-ring α,α′-di- tert-butyl thiophenes or pyrroles were obtained at low scan rates (0.05–5 V s −1), indicating a large stability of their cation-radicals. Chemical evolutions without polymerization of the cation-radical were observed at longer time scales. The formal potentials E o and electron exchange standard rate constants k s were determined and compared with preceding reports for the unsubstituted analogues. From the substituent variations, the E o values for the oxidation of the unsubstituted thiophene and bithiophene were estimated as + 1.97 and + 1.49 V(SCE) respectively.

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