Optically Active Cyclic Compounds Based on Planar Chiral [2.2]Paracyclophane with Naphthalene Units

Abstract

Two optically active cyclic compounds based on a planar chiral [2.2]paracyclophane core and containing either benzene or naphthalene moieties at the four corners of the structures were synthesized. Their optical and chiroptical properties were investigated by UV/vis absorption, photoluminescence (PL), circular dichroism, and circularly polarized luminescence (CPL) spectroscopy, as well as by density functional theory calculations. The circularly polarized luminescence (CPL) performance of the naphthalene-containing cyclic compound was high with a large molar extinction coefficient, good photoluminescence efficiency, and a good CPL dissymmetry factor.