Electronic Structure and Electrooptical Properties of Radicals Formed upon Reduction of N-Alkyl 4,4′-Bipyridylium Salts

Abstract

N-Alkyl 4,4'-bipyridylium salts were synthesized and characterized. Cyclic voltammetry investigation showed that monosubstited 4,4'-bipyridylium salts are prone to reversible single-electron reduction. The formal redox potentials vs. a saturated silver chloride electrode were determined for different potential sweep rates. High-resolution ESR spectra of the radical cations formed upon the reduction of N-substituted 4,4'- bipyridylium salts in acid media were measured and interpreted. The substituent structure and the type of anion in the molecule have a considerable effect on the spin density distribution, current–voltage characteristics, and elctrooptical properties. The applicability of monosubstituted 4,4'-bipyridylium salts as photoelectrochromic compounds was studied.