New Types of Planar Chiral [2.2]Paracyclophanes and Construction of One‐Handed Double Helices |
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| Authors: | Prof Yasuhiro Morisaki Risa Sawada Dr Masayuki Gon Prof Yoshiki Chujo |
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| Institution: | 1. Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, Japan;2. Department of Applied Chemistry for Environment, School of Science and Technology, Kwansei Gakuin University, Hyogo, Japan |
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| Abstract: | New types of planar chiral (Rp)‐ and (Sp)‐4,7,12,15‐tetrasubstituted 2.2]paracyclophanes were synthesized from racemic 4,12‐dihydroxy2.2]paracyclophane as the starting compound. Regioselective dibromination and transformation afforded a series of planar chiral (Rp)‐ and (Sp)‐4,7,12,15‐tetrasubstituted 2.2]paracyclophanes, which can be used as chiral building blocks. In this study, left‐ and right‐handed double helical structures were constructed via chemoselective Sonogashira–Hagihara coupling. The double helical compounds were excellent circularly polarized luminescence (CPL) emitters with large molar extinction coefficients, good photoluminescence quantum efficiencies, and large CPL dissymmetry factors. |
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| Keywords: | [2 2]paracyclophane circularly polarized luminescence double helices planar chirality |
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