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Optically Active Cyclic Compounds Based on Planar Chiral [2.2]Paracyclophane with Naphthalene Units
Author(s) -
Gon Masayuki,
Kozuka Hiroto,
Morisaki Yasuhiro,
Chujo Yoshiki
Publication year - 2016
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201500468
Subject(s) - photoluminescence , chemistry , circular dichroism , luminescence , molar absorptivity , photochemistry , optically active , naphthalene , spectroscopy , planar , absorption (acoustics) , crystallography , organic chemistry , materials science , optoelectronics , optics , physics , quantum mechanics , computer graphics (images) , computer science , composite material
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.