Synthesis of Metalloporphyrins and Metallochlorins for Immobilization on Electrode Surfaces

New metalloporphyrinoid complexes functionalized with two pyrrole groups and bearing two phosphonate residues have been synthesized starting from readily accessible deuterioporphyrin derivatives. The functional pyrrole groups allow the formation of metalloporphyrinoid films on electrodes by oxidative electropolymerization. On the other hand, the phosphonate functionalities could be used to immobilize the metalloporphyrinoids on polycrystalline titanium dioxide electrodes. Electrodes modified by immobilization of the metalloporphyrinoid complexes have been shown to be useful for electrocatalysis and as electrochemical sensors.