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Synthesis, structure, and properties of a chiral porous complex

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一种手性多孔配位物的合成、结构及性能研究

Journal Information

J. Hefei Univ. Tech. (Nat. Sci.), Jul.2024, Vol.47 No.7: 952-956

DOI: 10.3969/j.issn.1003-5060.2024.07.014

Authors

ZHU Chengfeng, HU Yuanyuan, ZHANG Amei, ZHU Yanqing, DENG Ning, LI Yougui

(School of Chemistry and Chemical Engineering, Hefei University of Technology, Hefei 230009, China)

Abstract and Keywords

Abstract: In this study, a chiral bridging ligand $ L-H_{2} $ with $ C_{2} $ symmetry was firstly synthesized using L-phenylalanine methyl ester and naphthalene-1,5-disulfonyl chloride as the starting reactants. A luminescent chiral porous complex 1 was then prepared through the solvothermal reaction with the obtained chiral ligand and zinc ions. Its crystal structure was characterized by single-crystal X-ray diffraction (XRD), Fourier transform infrared spectrometer (FTIR), and fluorescence spectroscopy. Enantiosorption experiment revealed that chiral complex 1 can effectively resolve racemic styrene oxide, yielding chiral styrene oxide with a value of 66%. Fluorescence sensing experiment proved that chiral complex 1 can effectively distinguish the two enantiomers of styrene oxide, which is evident by the fact that its fluorescence was quenched by 60% with R-configuration enantiomer of styrene oxide.

Keywords: chiral resolution; complex; styrene oxide; fluorescence sensing

作者信息

朱成峰，胡圆圆，张阿美，祝燕青，邓宁，李有桂

（合肥工业大学化学与化工学院，安徽合肥230009）

摘要和关键词

摘要: 文章以 L-苯丙氨酸甲酯和萘-1,5-二磺酰氯为起始原料, 合成一种 $ C_{2} $ 对称性的手性桥联配体 L-H₂; 继而与锌离子通过溶剂热技术制备一种荧光性的多孔手性配合物 1, 其晶体结构通过单晶 X-射线衍射 (X-ray diffraction, XRD)、傅里叶变换红外光谱仪 (Fouier transform infrared spectrometer, FTIR) 和荧光光谱等技术进行表征。手性吸附实验证明, 手性配合物 1 能够有效地拆分外消旋的氧化苯乙烯, 获得对映体过量值为 66% 的氧化苯乙烯; 荧光传感实验结果表明, 手性配合物 1 能够有效区分氧化苯乙烯的 2 种异构体, 其荧光更容易被 R 构型的氧化苯乙烯对映异构体所淬灭, 被淬灭程度达到 60%。

关键词: 手性拆分；配合物；氧化苯乙烯；荧光传感

Funding

先进催化材料与反应工程安徽省重点实验室开放课题资助项目（PA2019GDPK005）

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