Novel carboxylated pyrrole-and carbazole-based monomers. Synthesis and electro-oxidation features

Carboxylated pyrrole (Pyr, a index)- and carbazole (Cbz, b index)-containing monomers 6−7a/b and 9a/b have been readily synthesized from the monobenzyl ester of L-glutamic acid and triamine 2 using Clauson−Kaas and amide coupling reactions. In contrast to Pyr-containing compounds 6−7a, and 9a, the three Cbz-containing monomers 6−7b, and 9b have been found electroactive and were successfully electropolymerized on a Pt electrode resulting in the deposition of corresponding insoluble electroconducting polyCOOH polyCbz-films poly(6−7b) and poly(9b).