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  • Face-Rotaing Polyhedra (面方向性多面体)

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       手性分子多面体因其精妙的结构及在不对称催化、手性识别等领域的应用而备受关注。借鉴数学中的面方向性多面体概念,我们发展了以三聚茚、氮杂三聚茚、四苯基乙烯等为基元的一系列面方向性分子多面体组装体系,将组装基元的二维手性传递至分子多面体的三维手性,是一类全新的分子多面体手性形式。我们结合图论分析,指导设计面方向性多面体结构,揭示了不同基元排列将产生多种异构体。我们综合利用HPLC、MS、CD、NMR等分离表征技术,监测组装过程动力学,揭示了组装过程中手性转化、放大过程和机理。

    Chiral molecular polyhedra have attracted extensive attention owing to their elegant architectures and applications in asymmetric catalysis and chiral molecular recognition. Inspired by the concept of Face-Rotating Polyhedra (FRP) conceived by Buckminster Fuller, we have constructed a series of molecular FRP from 2D chiral building blocks (i.e., truxene, azotruxene and tetraphenylethylene), which transfer chirality from two to three dimensions. These FRP represent a special form of molecular chirality. We used graph theory to construct a new family of molecular polyhedral and reveal the emerged chirality from the complex arrangements of 2D motifs. We also investigate the formation kinetics, interconversion and chiral amplification of these polyhedra through a combination of chiral HPLC, CD, MS and NMR.

    Representatives

    1. Xinchang Wang, Yu Wang, Huayan Yang, Hongxun Fang, Ruixue Chen, Yibin Sun, Nanfeng Zheng, Kai Tan, Xin Lu, Zhongqun Tian, Xiaoyu Cao. Assembled molecular face-rotating polyhedra to transfer chirality from two to three dimensions, Nat. Commun., 2016, 7, 12469-12476.

    2. Yu Wang, Hongxun Fang, Ionut Tranca, Hang Qu, Xinchang Wang, Albert J. Markvoort, Zhongqun Tian, and Xiaoyu Cao, Elucidation of the origin of chiral amplification in discrete molecular polyhedral, Nat. Commun., 2018, 9, 488-496.

    3. Hang Qu, Yu Wang, Zhihao Li, Xinchang Wang, Hongxun Fang, Zhongqun Tian, and Xiaoyu Cao, Molecular Face-Rotating Cube with Emergent Chiral and Fluorescence Properties. J. Am. Chem. Soc. 2017, 139, 18142−18145.

    4. Hang Qu, Zheyu Huang, Xue Dong, Xinchang Wang, Xiao Tang, Zhihao Li, Wenbin Gao, Haoliang Liu, Ruishan Huang, Zujin Zhao, Hui Zhang, Liulin Yang, Zhongqun Tian, and Xiaoyu Cao, Truncated Face-Rotating Polyhedra Constructed from Pentagonal Pentaphenylpyrrole through Graph Theory, J. Am. Chem. Soc. 2020, 142, 16223−16228.

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