Bacteriochlorophyll a (BChla), bacteriopheophytin a (BPhea), and pheop
hytin a (Phea) derivatives with a modified substituent pattern of the
macrocyclic system were investigated by means of cyclic voltammetry. T
he more electron-withdrawing beta-substituents shifted the redox poten
tials toward more negative values; the reduction being much more affec
ted than the oxidation. Substituents at C-13(2) or C-17 have only a mi
nor influence on the redox potentials, with the exception of the stron
gly electron-withdrawing fluoro group at position C-13(2). The trianio
ns of the Phea derivatives were observed for the first time, providing
information of the energy of the LUMO + 1.