AMINOXYL FUNCTIONALIZED POLYTHIOPHENE - SYNTHESIS AND ELECTROCHEMICALAPPLICATIONS

-4-[4-(3-thienyl)butoxycarbonyl]piperidin-1-yloxyl and the correspondi ng N-hydroxytosylate salt have been prepared and polymerized in good y ields by chemical and electrochemical methods. The chemically prepared tetramethylpiperidin-1-yloxyl (TEMPO)-substituted polythiophenes had electronic conductivities, when doped with iodine, of ca. 10(-3) S cm( -1) and were paramagnetic. Electrochemically deposited polymers showed reversible waves at 0.59 V vs. Ag/AgCl in their cyclic voltammograms. Preparative-scale experiments with a platinum electrode coated with e lectrodeposited polymer showed that efficient oxidation of 4-methoxybe nzyl alcohol to 4-methoxybenzaldehyde could be achieved by a much lowe r potential to that required without mediation.