Disproportionation equilibria of the cation radicals of 10-phenylphenothiazine, thianthrene, and 9,10-diphenylanthracene have been voltammetrically characterized in acetonitrile, butyronitrile, nitrobenzene, and methylene chloride containing hexafluorophosphate, tetrafluoroborate, and perchlorate supporting electrolytes. Disproportionation was observed to be significantly influenced by associative interactions between the oxidized forms of the substrates and the anions of the supporting electrolytes. Disproportionation was found to be favored by anions of greater ionic potential. This anion effect in associated systems was observed to be "leveled" by solvents of increased polarity. In the absence of ion association, disproportionation was found to be favored by more polar solvents.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry