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Daiki Tabata, Ryo Inoue, Yusaku Sasai, Yasuhiro Morisaki, Synthesis of Optically Active V(120°)- and (60°)-Shaped Molecules Comprising Different π-Electron Systems, Bulletin of the Chemical Society of Japan, Volume 95, Issue 4, April 2022, Pages 595–601, https://doi.org/10.1246/bcsj.20220018
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Abstract
Optically active V-shaped molecules were synthesized by exploiting chemoselective Sonogashira-Hagihara coupling using planar chiral pseudo-meta- and pseudo-ortho-disubstituted [2.2]paracyclophane scaffolds. In these scaffolds, different para-phenylene-ethynylene π-electron systems were stacked. The synthesized molecules emitted circularly polarized luminescence (CPL) with relatively high dissymmetry factors (glum values) at the order of 10−3. The CPL behaviors are controlled by the stacking angle, position, and manner of the two π-electron systems.