Synthesis, UV-visible and electrochemical studies of lipophilic and hydrophilic lanthanide(III) bis(porphyrinates)

Abstract

In a recent work we described the synthesis and some physicochemical properties of lanthanide(III) monoporphyrinate complexes. The increasing interest in cationic and/or anionic metalloporphyrins due to their biocompatibility with human tissues, their application as intercalating agents or as photochemical probes and NMR imaging agents, prompted us to extend our research to the synthesis and physico-chemical study of hydrophilic lanthanide double-deckers. We present herein the synthesis of four new lanthanide(III) lipophilic 5,10,15,20-tetrapyridyl-bis (porphyrinates) and their easy conversion (upon methylation) to the corresponding water soluble double-deckers. Electrochemical studies were carried out using different polarity media while the optical properties of the complexes were studied in organic and aqueous media.