Metallation of porphyrins in two-phase systems using carboxylic acids, thiols, and phenols

Abstract

Metallation of meso-tetratolylporphyrin in a water–oil two-phase system is induced by cation-transfer surfactants such as carboxylic acids, thiols, and hydroxyaromatic compounds. The rate of metallation in a homologous series of surfactants depends on the ion-transfer capability of the surfactant as well as on the susceptibility of the transferred ion towards metallation. The studies reveal specificity and kinetic discrimination of the metals participating in the metallation of the porphyrin that depends on the type of surfactant being applied.