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Enantioselective Assembly of Multi-Layer 3D Chirality
National Science Review ( IF 20.6 ) Pub Date : 2019-12-16 , DOI: 10.1093/nsr/nwz203
Guanzhao Wu 1, 2 , Yangxue Liu 2 , Zhen Yang 1 , Tao Jiang 3 , Nandakumar Katakam 2 , Hossein Rouh 2 , Liulei Ma 2 , Yao Tang 2 , Sultan Ahmed 2 , Anis U Rahman 1 , Hongen Huang 1 , Daniel Unruh 2 , Guigen Li 1, 2
Affiliation  

The first enantioselective assembly of sandwich-shaped organo molecules has been achieved by conducting dual asymmetric Suzuki-Miyaura couplings and nine other reactions. This work also presents the first fully C-C anchored multi-layer 3D chirality with optically pure enantiomers. As confirmed by X-ray diffraction analysis that this chiral framework is featured by a unique C2-symmetry in which a nearly parallel fashion consisting of three layers: top, middle and bottom aromatic rings. Unlike the documented planar or axial chirality, the present chirality shows its top and bottom layers restrict each other from free rotation, i.e., this multi-layer 3D chirality would not exist if either top or bottom layer is removed. Nearly all multi-layered compounds showed strong luminescence of different colors under UV irradiation, and several randomly selected samples displayed aggregation-induced emission (AIE) properties. This work is believed to have broad impacts on chemical, medicinal and material sciences including optoelectronic materials in future.

中文翻译:

多层 3D 手性的对映选择性组装

通过进行双重不对称铃木-宫浦偶联和其他九个反应,实现了三明治状有机分子的首次对映选择性组装。这项工作还提出了第一个具有光学纯对映体的完全 CC 锚定的多层 3D 手性。X射线衍射分析证实,该手性骨架具有独特的C2对称性,由上、中、下芳环三层组成,几乎平行。与记录的平面或轴向手性不同,本手性显示其顶层和底层相互限制自由旋转,即,如果顶层或底层被移除,则这种多层3D手性将不存在。几乎所有多层化合物在紫外线照射下都表现出不同颜色的强发光,并且一些随机选择的样品表现出聚集诱导发射(AIE)特性。这项工作被认为将对未来的化学、医学和材料科学(包括光电材料)产生广泛的影响。
更新日期:2019-12-17
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