Porphyrins Bearing Halogen at the meso-Phenyl and bete-Pyrrolic Positions: Synthesis and Spectral Properties
Wijesekera, T.P., Dupre, D., Cader, M.S.R., and David Dolphin
Bull. Soc. Chim. Fr.
The synthesis of symmetric porphyrins chlorinated at both ortho positions of the meso-aryl substituents and the chlorination and bromination of the beta-pyrrole positions is reported. The beta-chlorination of meso-tetraphenylporphyrin via its nickel(II) complex is also described. The authors communicate the 1st perchlorination of tetramesitylporphyrin, where halogen substitution occurred at the beta-pyrrolic positions as well as at both the vacant meta positions of the trimethylphenyl groups. The iron complexes of these various polyhalogenated porphyrins are also described, since they are robust and efficient catalysts in oxidation reactions.