Regiospecific introduction of four substituents to porphyrin systems at antipodal pyrrolenic positions

Abstract

Electrophillic bromination occurs regiospecifically at the antipodal pyrrolenic ring of free-base porphyrins bearing substituents that fix the aromatic delocalization pathway; this new feature of porphyrin chemistry is not observed in the reactions of the corresponding metalloporphyrins as the pre-requisite bond fixation is only possible in free-base compounds.