1.Synthesis of Two Novel Optically Active #-Shaped Cyclic Tetramers Based on Planar Chiral [2.2]Paracyclophanes
1.Synthesis of Two Novel Optically Active #-Shaped Cyclic Tetramers Based on Planar Chiral [2.2]Paracyclophanes
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1.两种新型光学活性物质的合成
DOI：
10.1002/chem.202203533
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发表时间：
2023
期刊：
影响因子：
--
通讯作者：
Y.
中科院分区：
文献类型：
--
作者：
Morisaki;A.; Inoue; R.; Morisaki;Y.
本研究报道了由两种对映体纯的[2.2]对环芳化合物（双-（帕拉）-伪-邻-和双-（帕拉）-伪-Meta-四取代的[2.2]对环芳化合物）合成包含四个堆叠的π电子系统的光学活性环状四聚体。根据平面手性伪邻位和伪Meta [2.2]对环芳单元的绝对构型的组合，环状四聚体形成平行-#-或编织-#-结构。实验和理论研究了这两种结构的光学和手光学性质。特别是，编织形状的环状四聚体表现出良好的手性光学性质，并发射具有高各向异性因子的圆偏振发光（CPL）（|闷闷不乐|10 - 3量级的值）和高于100的CPL亮度（BCPL）。
This study reports the synthesis of optically active cyclic tetramers comprising four stacked π‐electron systems from two enantiomerically pure [2.2]paracyclophane compounds (bis‐(para)‐pseudo‐ortho‐ and bis‐(para)‐pseudo‐meta‐tetrasubstituted [2.2]paracyclophane compounds). Depending on the combination of the absolute configurations of the planar chiral pseudo‐ortho‐ and pseudo‐meta‐[2.2]paracyclophane units, the cyclic tetramers formed either parallel‐#‐ or weave‐#‐structures. The optical and chiroptical properties of both structures were investigated experimentally and theoretically. In particular, the weave‐#‐shaped cyclic tetramer exhibited good chiroptical properties and emitted circularly polarized luminescence (CPL) with a high anisotropy factor (|glum| value of the order of 10−3) and a CPL brightness (BCPL) higher than 100.