Olefin-Mediated Interaction Observed for Nickel Tetraphenylporphyrins with an Acceptor Substituted on the β-Carbon

Abstract

A new series of acceptor-substituted nickel tetraphenylporphyrins were synthesized in order to examine the efficiency of the π-conjugation through the olefinic linkages to the β-carbon of porphyrins. Perturbed absorption spectra were found for the substituted porphyrins and may be attributed to the reduced symmetry of porphyrins, although such a symmetry factor is acceptor strength dependent. A stronger interaction than previously realized for the β-carbon-substituted porphyrins exists between the porphyrin π-system and through an olefin-linked electron acceptor.