Synthesis of a new zinc phthalocyanine–benzoquinone rigid dyad

Abstract

A new zinc phthalocyanine–benzoquinone rigid dyad, QnZnPc–G[Formula: see text] was synthesized as a model compound to study photo-induced charge separation mimicking natural photosynthesis. Compared to its previously reported analog, this dyad has an additional fused benzene ring between the zinc phthalocyanine (ZnPc) (donor) and benzoquinone (acceptor) moieties. The rigid structure of QnZnPc–G[Formula: see text] ([Formula: see text] no rotamers) is designed to minimize the unusual electronic perturbation induced by the internal motions, which resulted in a significant increase in the lifetime of the charged separated state (from 40 ps to 252 ps). Physical and photochemical properties of this new dyad were examined and discussed in this paper.