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Highly Emissive Optically Active Conjugated Dimers Consisting of a Planar Chiral [2.2]Paracyclophane Showing Circularly Polarized Luminescence
Author(s) -
Gon Masayuki,
Morisaki Yasuhiro,
Chujo Yoshiki
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201501181
Subject(s) - luminescence , dimer , chemistry , photoluminescence , optically active , planar , photochemistry , conjugated system , crystallography , stereochemistry , optoelectronics , materials science , organic chemistry , polymer , computer graphics (images) , computer science
Optically active X‐shaped dimers based on the planar chiral [2.2]paracyclophane have been synthesized. The dimers consist of stacked p ‐arylene‐ethynylenes with phenyl, naphthyl, and anthryl groups as terminal units. The optical and chiroptical properties of the dimers and the corresponding model compounds were investigated. The naphthalene‐containing dimer exhibits an intense circularly polarized luminescence (CPL) signal with a high dissymmetry factor ( g lum ) in the order of 10 –3 in addition to a high ϵ and good photoluminescence quantum efficiency, which indicates that this compound is a highly emissive CPL material.