The Suzuki cross-coupling reaction for the synthesis of porphyrazine possessing bulky 2,5-(biphenyl-4-yl)pyrrol-1-yl substituents in the periphery

The Linstead macrocyclization reaction has led to higher-symmetry and lower-symmetry porphyrazines bearing peripheral 2,5-di(4′-chlorophenyl)pyrrol-1-yl and dimethylamino substituents, which were characterized using NMR and X-ray. The higher-symmetry porphyrazine was used in the Suzuki-Miyaura reaction with phenylboronic acid. This led, with a high yield, to the derivative possessing peripheral 2,5-di(biphenyl-4-yl)pyrrol-1-yl and dimethylamino substituents.178