Chinese Journal of Catalysis ›› 2018, Vol. 39 ›› Issue (10): 1646-1652.DOI: 10.1016/S1872-2067(18)63098-0

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Highly efficient Rh(I)/tris-H8-binaphthyl monophosphite catalysts for hydroformylation of dicyclopentadiene to dialdehydes

Mi Tiana,b, Haifeng Lia, Lailai Wanga,c   

  1. a State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, Gansu, China;
    b University of Chinese Academy of Sciences, Beijing 100049, China;
    c Guangzhou Lee & Man Technology Company Limited, Guangzhou 511458, Guangdong, China
  • Received:2018-03-30 Revised:2018-05-07 Online:2018-10-18 Published:2018-08-03
  • Contact: 10.1016/S1872-2067(18)63098-0
  • Supported by:

    This work was supported by the National Natural Science Foundation of China (21633013, 21073211, 21174155)and 2016 Nansha District Reasearch Project (2016GG007).

Abstract:

Novel catalytic systems for the Rh-catalyzed hydroformylation of dicyclopentadiene have been developed using tris-H8-binaphthyl monophosphite as ligands containing different ester substituents at the 2'-binaphthyl position (OCOMe, OCOPh, OCOAdamantyl and OCOPhCl). The catalysts exhibited high activity (S/C=4000, TON=3286) with good to excellent selectivity towards dialdehydes. Remarkably, the Rh(I) complex bearing the ligands with chlorophenyl ester substituents led to 99.9% conversion and 98.7% selectivity for dialdehydes under relatively mild conditions (6 MPa, 120℃).

Key words: Hydroformylation, Dicyclopentadiene, Monophosphite, Dialdehyde, Homogeneous catalysis