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An efficient chiral porous catalyst support – Hypercrosslinked amino acid polymer
Journal of Catalysis ( IF 6.5 ) Pub Date : 2021-10-25 , DOI: 10.1016/j.jcat.2021.10.022
Yaodong Wang 1 , Lijia Liu 1, 2 , Kexiao Sang 1 , Yudan Wang 1 , Chunhong Zhang 1, 2 , Hongxing Dong 1 , Jianwei Bai 1
Affiliation  

The application of asymmetric catalysis in industrial processes is limited by the high cost of chiral ligands and the difficulty associated with recovering precious metal catalysts. Here, based on a FeCl3-catalyzed Friedel–Crafts alkylation reaction, an aromatic amino acid was crosslinked with 4,4′-bis(chloromethyl)-1,1′-biphenyl to produce a novel porous chiral catalyst support, hypercrosslinked amino acid polymer (HCP-AA). Subsequently, metal catalysts were loaded on HCP-AA through the coordination of the metal ion with amino acid residues to generate heterogeneous asymmetric catalysts, HCP-AA-M. The resulting catalysts were characterized by scanning electron microscopy, transmission electron microscopy, X-ray photoelectron spectroscopy, and Fourier transform infrared spectroscopy. The HCP-AA-M samples were employed to catalyze the heterogeneous asymmetric reaction, and they achieved high enantioselectivities (up to 99% ee). Meanwhile, the catalysts could be readily recovered through filtration, and they exhibited good recycling performances. The results suggested that the utilization of inexpensive amino acids as raw materials for producing porous chiral supports for recyclable high-performance asymmetric catalysts is an effective strategy.



中文翻译:

一种高效的手性多孔催化剂载体——超交联氨基酸聚合物

不对称催化在工业过程中的应用受到手性配体的高成本和与回收贵金属催化剂相关的困难的限制。这里,基于 FeCl 3在 - 催化的 Friedel-Crafts 烷基化反应中,芳香族氨基酸与 4,4'-双(氯甲基)-1,1'-联苯交联以产生新型多孔手性催化剂载体,超交联氨基酸聚合物(HCP-AA)。随后,通过金属离子与氨基酸残基的配位将金属催化剂负载在 HCP-AA 上,生成非均相不对称催化剂 HCP-AA-M。通过扫描电子显微镜、透射电子显微镜、X 射线光电子能谱和傅里叶变换红外光谱对所得催化剂进行表征。HCP-AA-M 样品用于催化非均相不对称反应,它们实现了高对映选择性(高达 99% ee)。同时,催化剂可以很容易地通过过滤回收,并且表现出良好的回收性能。

更新日期:2021-11-04
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