Chemical Modification of Chlorophyll a: Synthesis of New Regiochemically-pure Benzoporphyrin and Dibenzoporphyrin Derivatives
Ma, L. and David Dolphin
Can. J. Chem.
Starting from pheophorbide a Me ester, a degradation product of chlorophyll a, routes for the preparation of 3-vinyl-131-deoxophytoporphyrin Me ester, 3-vinylrhodoporphyrin XV di-Me ester, and 13-decarboxy-3,13-divinylrhodoporphyrin XV Me ester are described. Diels-Alder reactions of these (di)vinylporphyrins with di-Me acetylenedicarboxylate, to afford new regiochemically pure benzoporphyrin and dibenzoporphyrin derivatives for potential use as sensitizers in photodynamic therapy of tumors, were also investigated.