Collect. Czech. Chem. Commun.
1989, 54, 1496-1507
https://doi.org/10.1135/cccc19891496
Electrochemical reduction of benzenediazonium salts in aprotic medium
Pavel Janderka and Igor Cejpek
Department of Theoretical and Physical Chemistry, J. E. Purkyně University, 611 37 Brno
Abstract
DC polarography, TAST polarography, differential pulse polarography, polarography with superimposed alternating current, slow cyclic voltammetry with a hanging Hg drop electrode and a Pt electrode, rapid cyclic voltammetry with a hanging Hg drop, and coulometry were used to study the electrochemical reduction of p-methoxy- and p-nitrobenzenediazonium cations in aprotic medium. A reduction mechanism involving two separate one-electron steps is proposed, the first of which being complicated by adsorption and follow-up chemical reaction leading to evolution of nitrogen. The basicity of the aprotic solvents, expressed by donor numbers according to Gutman, influences the reduction mechanism of these cations.