Morisaki Yasuhiro, Sawada Risa, Gon Masayuki, Chujo Yoshiki
Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan.
Department of Applied Chemistry for Environment, School of Science and Technology, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo, 669-1337, Japan.
Chem Asian J. 2016 Sep 20;11(18):2524-7. doi: 10.1002/asia.201601028. Epub 2016 Aug 16.
New types of planar chiral (Rp )- and (Sp )-4,7,12,15-tetrasubstituted [2.2]paracyclophanes were synthesized from racemic 4,12-dihydroxy[2.2]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.
以外消旋4,12 - 二羟基[2.2]对环芳烷为起始化合物，合成了新型平面手性（Rp）- 和（Sp）-4,7,12,15 - 四取代[2.2]对环芳烷。区域选择性二溴化及转化得到了一系列平面手性（Rp）- 和（Sp）-4,7,12,15 - 四取代[2.2]对环芳烷，它们可用作手性砌块。在本研究中，通过化学选择性Sonogashira - Hagihara偶联构建了左手和右手双螺旋结构。这些双螺旋化合物是优异的圆偏振发光（CPL）发射体，具有大的摩尔消光系数、良好的光致发光量子效率和大的CPL不对称因子。
