New copper porphyrins as functional models of catechol oxidase

Abstract

In recent years, several research groups have focused their attention on the development of synthetic and functional models of biological systems based on copper. Here we report the synthesis strategy, characterization, and catalytic activity for new copper-based porphyrins (CuP2 and CuP3) isolated by metallation of the corresponding free base derivatives, H(2)P2 and H(2)P3. The solid CuP2S was obtained from the reaction of H2P2 with copper(II) acetate (10 equiv.). These complexes have been used in homogeneous (CuP2 and CuP3) and heterogeneous (CuP2S) oxidative catalysis of 3,5-di-tent-butylcatechol and catechol, in the presence of air, with or without hydrogen peroxide. The obtained results show that the new copper porphyrins CuP2 and CuP3 and the CuP2S material are able to efficiently mimic the activity of catechol oxidase, the latter being easily reused and maintaining its activity for more than three catalytic cycles.