New insight into the electrochemical reduction of different aryldiazonium salts in aqueous solutions.

Abstract

Electrochemical reduction of different aryldiazonium salts in aqueous solution was studied in this work and it is shown that the aryldiazonium salts are converted to the corresponding aryl radical and aryl anion. The results of this research indicate that the reduction of aryldiazonium salts takes place in two single-electron steps. Our data show that when the substituted group on the phenyl ring is H, Cl, OH, NO2, OCH3 or SO3−, the corresponding diazonium salt shows poor adsorption characteristics, but when the substituted group is methyl, the corresponding diazonium salt shows strong adsorption characteristics. In the latter case, the voltammogram exhibits three cathodic peaks. In addition, the effect of various substitutions on the aryldiazonium reduction was studied by Hammett's method. The data are show that with increasing electron withdrawing capacity of the substituent, the reduction of corresponding diazonium salt becomes easier.