Inter-and intramolecular excimer circularly polarised luminescence of planar chiral paracyclophane-pyrene luminophores

Abstract

Two types of planar chiral [2,2]paracyclophane-pyrene luminophores (1 and 2) with different binding positions of the fluorescent pyrene units were synthesised. (R)/(S)-1 with 1-pyrene units exhibited green intermolecular excimer circularly polarised luminescence (CPL) at 530 nm in the KBr-pellet, but exhibited no CPL signal in dilute CHCl3 solution. In contrast, (R)/(S)-2 with 2-pyrene units exhibited a blue intramolecular excimer CPL at 450 nm in CHCl3 solution. This is the first example of using the binding position of pyrene and the external environment to tune the type (inter-or intramolecular) and chiroptical sign of excimer CPL.