Citation: Lin Tao, Chunzhi Li, Yiqi Ren, He Li, Jian Chen, Qihua Yang. Synthesis of polymer/CNTs composites for the heterogeneous asymmetric hydrogenation of quinolines[J]. Chinese Journal of Catalysis, ;2019, 40(10): 1548-1556. doi: S1872-2067(19)63398-X shu

Synthesis of polymer/CNTs composites for the heterogeneous asymmetric hydrogenation of quinolines

Lin Tao ^a,b, ,
Chunzhi Li ^a,b ,
Yiqi Ren ^a,b ,
He Li ^a ,
Jian Chen ^a,b ,
Qihua Yang ^a

a State Key Laboratory of Catalysis, iChEM, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China;
b University of Chinese Academy of Sciences, Beijing 100049, China

Received Date: 24 May 2019
Revised Date: 1 July 2019

Fund Project: This work was supported by the National Natural Science Foundation of China (21733009, 21621063) and the Strategic Priority Research Program of the Chinese Academy of Sciences (XDB17020200).

The development of heterogeneous catalytic processes is crucial for the synthesis of chiral compounds for both academic and industrial applications. However, thus far, such achievements have remained elusive. Herein, we report the heterogeneous asymmetric hydrogenation of 2-methylquinoline over solid chiral catalysts, which were prepared by the one-pot polymerization of (1R,2R)-N-(4-vinyl-benzenesulfonyl)-1,2-diphenylethane-1,2-diamine (VDPEN) and divinylbenzene (DVB) in the presence or absence of activated carbon (C) or carbon nanotubes (CNTs), followed by Ru coordination and anion exchange. The solid chiral catalysts were fully characterized by N₂ sorption analysis, elemental analysis, TEM, FT-IR spectroscopy, and ¹³C CP-MAS NMR. All the solid chiral catalysts could efficiently catalyze the asymmetric hydrogenation of 2-methylquinoline to afford 2-methyl-1,2,3,4-tetrahydroquinoline with 90% ee. Studies have shown that polymer/C and polymer/CNTs composites are more active than pure polymers. The polymer/CNTs composite exhibited the highest activity among all the solid chiral catalysts under identical conditions, owing to the unique morphology of CNTs. The recycling stabilities of the solid chiral catalysts were greatly improved when ionic liquids (ILs) were employed as solvents; this is mainly attributed to the decreased leaching amount of anions owing to the confinement effect of ILs on ionic compounds.
- Heterogeneous asymmetric hydrogenation,
- Quinoline,
- Diamine ligand,
- Polymer,
- Carbon nanotube
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Synthesis of polymer/CNTs composites for the heterogeneous asymmetric hydrogenation of quinolines

南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积

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通讯作者: 陈斌, bchen63@163.com