Optical resolution of pseudo-para-disubstituted [2.2]paracyclophane: a chiral building block for optically active helicene-stacked molecules emitting circularly polarized luminescence
Optical resolution of pseudo-para-disubstituted [2.2]paracyclophane: a chiral building block for optically active helicene-stacked molecules emitting circularly polarized luminescence
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DOI：
10.1039/d2tc04652k
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发表时间：
2022-12-20
影响因子：
6.4
通讯作者：
Morisaki，Yasuhiro
中科院分区：
文献类型：
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作者：
Yanagawa，Asuka;Tsuchiya，Motoki;Morisaki，Yasuhiro
用非对映体法实现了对-二取代[2.2]对环芳的光学拆分。以对映体纯的拟对位二取代[2.2]对环芳为手性结构单元，合成了由菲和苯并[c]菲组成的光学活性π-堆积分子.平面手性[2.2]对环芳烷在菲和苯并[c]菲的堆积结构上诱导了螺旋性，形成了光学活性的S形结构。该S型分子发射圆偏振发光，并与由假间位二取代[2.2]对环芳烷制备的相应光学活性U型分子进行了比较。
Optical resolution of pseudo-para-disubstituted [2.2]paracyclophane was achieved using the diastereomer method. Optically active π-stacked molecules consisting of phenanthrene and benzo[c]phenanthrene were synthesized using the enantiopure pseudo-para-disubstituted [2.2]paracyclophanes as chiral building blocks. Helicity was induced on the stacked phenanthrene and benzo[c]phenanthrene moieties by the planar chiral [2.2]paracyclophane, and the molecule formed an optically active S-shaped structure. The S-shaped molecule emitted circularly polarized luminescence, which was compared with that of the corresponding optically active U-shaped molecule prepared from pseudo-meta-disubstituted [2.2]paracyclophane.