Synthesis, Characterization, Structure, Electrochemistry, and Spectroscopy of Porphyrins That Have a Conjugated Connection to Donor/Acceptor Groups

The reaction of ((tetraphenylporphyrinyl)methyl)triphenylphosphonium chloride and benzaldehydes (CHO−C 6 H 4 −R; R = H, NO 2, NMe 2, OMe, Me, CHO) yields the styryl porphyrin derivatives. These new styryl-substituted porphyrins have been studied using electrochemistry, electronic absorbance, and resonance Raman spectroelectrochemical techniques. The substituents on the styryl group have a modest perturbation on the electronic spectrum of the porphyrin core. The resonance Raman data suggest that a charge-transfer interaction is observed between the porphyrin core and the NO 2 group for the 4-NO 2 compound.