Dithiadiazuliporphyrin:Facile Generation of Carbaporphyrinoid Cation Radical and Dication

摘要

Carbaporphyrinoids are porphyrin analogues that possess at least one CH unit replacing a pyrrolic nitrogen in the coordination core.This"internal"carbon atom normally belongs to a carbo-or heterocyclic ring substituting one of the pyrroles.Introduction of an azulene moiety to the porphyrinoid framework is of particular interest because of the unusual electronic properties of this bicyclic system.Exploration of this concept led to the synthesis of azuliporphyrin and its heteroanalogues,which exhibit borderline macrocyclic aromaticity and unusual reactivity pathways.