Excited State Intramolecular Proton Transfer Based Fluorophores with Circularly Polarized Luminescence Emission

摘要

Herein, the first molecular design allowing the combination of circularly polarized luminescence (CPL) and excited state intramolecular proton transfer (ESIPT) fluorescence is described. In this novel class of emitters, the chiroptical activity originates from a chiral excitonic coupling induced by the tethering of two ESIPT fluorophores via a readily accessible trans-1,2-diaminocyclohexane scaffold. This approach has notably allowed the synthesis in a single step of a CPL-active molecule displaying a very large Stokes shift (up to 12 087 cm(-1) in toluene solution) and the synthesis in three steps of one of the rare examples of CPL-active purely organic dual-emission materials.