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Chinese Journal of Organic Chemistry >

2022 , Vol. 42 >Issue 6: 1713 - 1721

DOI: https://doi.org/10.6023/cjoc202111029

ARTICLES

Preparation of Imidazolium Ion Functionalized HG-II Chiral Ruthenium Catalysts and Their Catalytic Performance in Asymmetric Olefin Metathesis

  • Tao Li ,
  • Yi Liu ,
  • Xue Bai ,
  • Zunjun Zhou ,
  • Peng Zuo ,
  • Miaofeng Ma ,
  • Chong-Min Zhong ,
  • Ya-Jie Zuo
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  • a College of Chemistry and Pharmacy, Northwest Agriculture and Forestry University, Yangling, Shannxi 712100
    b College of Natural Resources and Environment, Northwest Agriculture and Forestry University, Yangling, Shannxi 712100
*E-mail: ;

Received date: 2021-11-09

  Revised date: 2022-01-10

  Online published: 2022-03-22

Supported by

National Natural Science Foundation of China(21673183)

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Abstract

The yield and stereoselectivity of the ruthenium-catalyzed olefin metathesis reaction are mainly determined by the nature of the ligands. In this study, two chiral HG-II ruthenium catalysts with imidazolium ion functionalized Hoveyda ligands were prepared, and their activity and stereoselectivity in the symmetric ring-closure metathesis (ARCM) and asymmetric ring-opening cross-olefin metathesis (AROCM) reactions were investigated. The results show that the modification of the Hoveyda ligands by ionic functional group produced no significant effect on ARCM reaction. For AROCM reaction, the ionic modification of the Hoveyda ligands shows an obvious improvment on both the E/Z selectivity and ee value for some products. Therefore, in the AROCM reaction, the Hoveyda ligands modified with imidazolium ion can be considered as a means to improve the stereoselectivity of the reaction.

Key words： imidazolium ion; GH-II ruthenium catalysts; chiral ruthenium catalysts; asymmetric ring opening cross metathesis; Hoveyda ligands

Cite this article

Tao Li , Yi Liu , Xue Bai , Zunjun Zhou , Peng Zuo , Miaofeng Ma , Chong-Min Zhong , Ya-Jie Zuo . Preparation of Imidazolium Ion Functionalized HG-II Chiral Ruthenium Catalysts and Their Catalytic Performance in Asymmetric Olefin Metathesis[J]. Chinese Journal of Organic Chemistry, 2022 , 42(6) : 1713 -1721 . DOI: 10.6023/cjoc202111029

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