Decapitation of dihydroporphyrazinediol derivatives: synthesis and X-ray structure of a novel seco-porphyrazine

Abstract

The dihydroporphyrazinediol 8, which was prepared by Linstead macrocyclisation of 2,5-diiminopyrrolidine with 3,4-bis(4-tert-butylphenyl)pyrroline-2,5-diimine, followed by TFA demetallation and OsO₄ tetroxide mediated dihydroxylation, underwent reaction with Ni(OAc)₂ at 100 °C in the presence of air to give the novel seco-porphyrazine 10, the structure of which was established by an X-ray crystallographic study.