Supramolecular complex formation of resorcin[4]arene-modified zinc phthalocyanine and fullerene

Abstract

A resorcin[4]arene-strapped zinc phthalocyanine 1, in which two benzene rings of the upper rim of resorcin[4]arene were fused to the adjacent phthalocyanine ligand, was synthesized from two phthalonitriles. Introducing resorcin[4]arene on one side of zinc phthalocyanine strongly affects the spectroscopic property of the phthalocyanine. The Q-band of 1 in CH 2 Cl 2 is split into 694 and 740 nm due to the self-protonation of 1 on the meso-nitrogen of phthalocyanine ligand. Bowl-shaped resorcin[4]arene can capture C 60 through the non-covalent interactions, and the complexation between 1 and C 60 results in an efficient photo-induced electron transfer.