Chinese Journal of Catalysis

Chinese Journal of Catalysis ›› 2015, Vol. 36 ›› Issue (8): 1170-1174.DOI: 10.1016/S1872-2067(15)60903-2

• Communication • Previous Articles     Next Articles

Efficient enantioselective hydrogenation of quinolines catalyzed by conjugated microporous polymers with embedded chiral BINAP ligands

Xu Wang, Jun Li, Shengmei Lu, Yan Liu, Can Li   

  1. a State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning China;
    b University of Chinese Academy of Sciences, Beijing 100049, China
  • Received:2015-05-04 Revised:2015-05-21 Online:2015-07-29 Published:2015-07-30
  • Supported by:

    This work was supported by the National Natural Science Foundation of China (21322202).

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Abstract:

Chiral Ir complexes were successfully used in the asymmetric hydrogenation of olefins, ketones, and quinolines. However, almost all the catalytic systems could not tolerate a high catalyst loading because of the formation of an irreversible iridium dimer and trimer during the reaction. It is expected that higher catalytic activity may be achieved if the Ir-complexes were isolated in space. The development of conjugated microporous polymers (CMPs) gives the opportunity for the spatial separation of the complexes. A series of chiral CMPs based on the chiral (R)-BINAP ligand (BINAP-CMPs) with different surface areas were synthesized. The BINAP ligands were separately distributed in the framework and were three times more active than the homogeneous catalyst (TOF 340 h-1 VS 100 h-1) for the asymmetric hydrogenation of quinolines.

Key words: Enantioselective hydrogenation, Quinoline, Polymer, BINAP, Isolation effect