高等学校化学学报 ›› 1995, Vol. 16 ›› Issue (2): 216.

• 论文 • 上一篇    下一篇

手性联萘胺衍生物为配体的铜络合物催化下某些烯烃的不对称环丙烷化反应

陈光明, 陈馥衡, 周长海   

  1. 北京农业大学应用化学研究所, 北京 100094
  • 收稿日期:1994-02-28 修回日期:1994-06-01 出版日期:1995-02-24 发布日期:1995-02-24
  • 通讯作者: 陈馥衡
  • 作者简介:陈光明,男,29岁,博士,现在美国Purduc大学Herbert C. Brown实验室作博士后.
  • 基金资助:

    国家自然科学基金

Synthesis of Chiral Copper(Ⅱ)Complexes and Their Application in Asymmetric Cyclopropanation of Olefins

CHEN Guang-Ming, CHEN Fu-Heng, ZHOU Chang-Hai   

  1. Institute of Applied Chemistry, Beijing Agricultural University, Beijing, 100094
  • Received:1994-02-28 Revised:1994-06-01 Online:1995-02-24 Published:1995-02-24

摘要: 以1,1'-联萘-2,2'-二胺为手性源合成了8对16种光活性铜络合物,考察了它们对1,1-二苯乙烯、苯乙烯和2,5-二甲基-2,4-己二烯等3种烯烃的不对称环丙烷化反应的光学诱导活性.结果表明,以旋光活性联萘胺同水杨醛及2-羟基萘甲醛缩合而得到的Schiff碱为配体的铜络合物的催化效果最佳.催化剂对2,5-二甲基-2,4-己二烯的催化效果优于其它两种烯烃.

关键词: 联萘胺, 铜络合物, 烯烃, 不对称环丙烷化

Abstract: Sixteen chiral copper(Ⅱ) complexes derived from(R)-(+)-or(S)-(-)-2,2'-diamino-1,1'-binaphthyl(DABN) were synthsized.All the complexes were used as enentio selective catalysts in the asymmetric cyclopropanation reactions of 1,1-diphenylethylene, styrene and 2,5-dimethyl-2,4-hexadiene.It was found that the more effective catalysts are related to complexes with ligands prepared from optically active DABNand salicylaldehyde or 2-hydoxy-1-naphthylaldehyde.

Key words: 2,2'-Diamino-1,1'-binaphthyl, Copper complex, Olefins, Asymmetric cyclopropanation

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