化学学报 ›› 1998, Vol. 56 ›› Issue (2): 189-193. 上一篇    下一篇

研究论文

手性噻唑烷-铑(I)配合物催化的苯乙酮不对称硅氢化反应

李弘;姚金水;何炳林   

  1. 南开大学吸附与分离功能高分子材料国家重点;南开大学高分子化学研究所
  • 发布日期:1998-02-15

Asymmetric hydrosilation of acetophenone catalyzed by a chiral thiazolidine-rhodium(I) complex

LI HONG;YAO JINSHUI;HE BINGLIN   

  • Published:1998-02-15

由L-半胱氨酸甲酯与α-吡啶甲醛缩合制备了2-(α-吡啶基)-4-羧甲基-1, 3-噻唑烷手性配体。用该手性配体与[Rh(COD)]2反应原位生成的Rh(I)配合物为催化剂进行了苯乙酮的不对称硅氢化反应。反应的化学产率达91%, 光学产率达82.1%e.e.。考察了各种反应条件对催化剂性能的影响。

关键词: 吡啶 P, 噻唑 P, 缩合反应, 催化, 苯乙酮, 铑络合物, 甲醛 P, 硅氢化反应, 半胱氨酸甲酯

A chiral ligand of 2-(α-pyridyl)-4-carbomethoxy-1, 3-thiazolidine was synthesized by condensation of L-methyl cysteinate with α-pyridylaldehye. The Rh(I) complex generated in situ by reaction of the chiral ligand with [Rh(COD)]2 was used to catalyze the asymmetric hydrosilation of acetophenone. The chemical and optical yields of the reaction are up to 91% and 82.1% e.e. respectively. The influences of reaction conditions on the behaviour of the catalyst were examined.

Key words: PYRIDINE P, THIAZOLE P, CONDENSATION REACTION, CATALYSIS, ACETOPHENONE, RHODIUM COMPLEX, FORMALDEHYDE P, HYDROSILYLATION

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