meso-Tetraphenylporphyrin with a pi-system extended by fusion with anthraquinone

Abstract

Fusion with a 9,10-anthraquinone moiety was achieved to extend porphyrin's π-system. A bridged dihydroisoindole derivative was used to prepare the corresponding meso-tetraphenyltetraanthraquinonoporphyrin (Ph₄TAQP) via a thermal retro-Diels–Alder reaction. The basic optical properties of the prepared new anthraquinonoporphyrin and its complexes with Zn and Pd were studied.