Studies On The Migration Reaction Of 1-phosphinoxypyrene Or 1,6-diphosphinoxypyrene

Incorporation of phosphorus atom into polycyclic aromatic hydrocarbons（PAHs）has become one of the important strategies to build novel photoelectric materials.Pyrene is a fundamental polycyclic aromatic hydrocarbon,which is widely used as a building block in the synthesis of extended PAHs.The Scholl reaction,an oxidative aromatic cyclodehydrogenation,has been extensively used for the synthesis of PAHs.Therefore,1-、1,6-phosphinoxypyrene compounds are designed,which has developed a novel method for generating a series of 2-、2,7-phosphinoxypyrene compounds through 1,2-migration of phosphinoxy in AlCl₃/NaCl melt.The starting materials are easily made.This reaction shows high regioselectivity with good yield.At present,substituting pyrene at the 2-or 2,7-positions is a challenging task.The activation and cleavage of C-P bonds and the formation of C-C bonds by2-phosphinylpyrene derivatives in the presence of transition metal or base,it also provides a new idea for functionalization of pyrene at 2-position.The resulting2-phosphinylpyrene derivatives with alkyne have been used to synthesize pyrene-fusedπ-conjugated phosphacycles,which might lay a foundation for the future studies of optical properties and the novel phosphorus-incorporated organicπ-conjugated molecules.