高等学校化学学报 ›› 2019, Vol. 40 ›› Issue (8): 1628-1636.doi: 10.7503/cjcu20190141

• 有机化学 • 上一篇    下一篇

以联萘酚为侧基的手性聚合物在不对称环氧反应中的应用

刘凤,李琴芳,欧阳昆冰(),阳年发()   

  1. 湘潭大学化学学院, 环境友好化学与应用省部共建教育部重点实验室, 湘潭 411105
  • 收稿日期:2019-03-07 出版日期:2019-08-10 发布日期:2019-07-12
  • 通讯作者: 欧阳昆冰,阳年发 E-mail:kbouyang@xtu.edu.cn;nfyang@xtu.edu.cn
  • 基金资助:
    湖南省教育厅一般项目(17C1524);湘潭大学博士科研启动基金资助(15QDZ52)

Application of Two Chiral BINOL Polymers in Asymmetric Epoxidation Reaction

LIU Feng,LI Qinfang,OUYANG Kunbing(),YANG Nianfa()   

  1. Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, China
  • Received:2019-03-07 Online:2019-08-10 Published:2019-07-12
  • Contact: OUYANG Kunbing,YANG Nianfa E-mail:kbouyang@xtu.edu.cn;nfyang@xtu.edu.cn
  • Supported by:
    † Supported by the General Project of the Education Department of Hunan Province, China(17C1524);the Foundation for Young Scholars of Xiangtan University of Science & Technology(15QDZ52)

摘要:

合成了2种以联萘酚为侧基的手性聚合物, 将其用作手性诱导剂, 与ZnEt2发生配位反应形成自负载催化剂, 进而应用到α,β-不饱和酮的不对称催化反应中. 在温和的反应条件下, 可获得高产率和良好对映选择性(e.e.值高达99%)的目标产物. 回收的聚合物经4或5次循环利用后, 催化活性无明显降低.

关键词: 联萘酚, 手性聚合物, 查耳酮, 不对称环氧化, ZnEt2

Abstract:

Two chiral polymers based on binaphthol(BINOL) were synthesized. The polymer can be used as a chiral inducer to coordinate with ZnEt2 to form a recoverable self-supporting catalyst, which could be used in the asymmetric catalytic reaction of α,β-unsaturated ketones. The target products of high yield and good enantioselectivity(e.e. value up to 99%) can be obtained under mild conditions. The catalytic activity was not reduced significantly after 4 or 5 cycles of recovery of the recovered polymers.

Key words: 1,1'-Bi-2-naphthol, Chiral polymer, Aromatic ketone, Asymmetric epoxidation, ZnEt2

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