高等学校化学学报

高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (11): 1763.

• 论文 • 上一篇    下一篇

噻唑烷类配体的手性结构及其在催化苯乙酮不对称硅氢化反应中的应用研究

姚金水1, 徐桂云1, 李弘2, 何炳林2   

  1. 1. 山东轻工业学院化学工程系, 济南, 250100;
    2. 吸附与分离功能高分子材料国家重点实验室, 南开大学高分子化学研究所, 天津, 300071
  • 收稿日期:1997-11-21 出版日期:1998-11-24 发布日期:1998-11-24
  • 通讯作者: 姚金水,男,30岁,博士,副教授.
  • 作者简介:姚金水,男,30岁,博士,副教授.
  • 基金资助:

    天津市自然科学基金资助课题.

Studies on the Chiral Structure of Thiazolidine Ligands and Their Application to Asymmetric Hydrosllylation Of Acetophenone

YAO Jin-Shui1, XU Gui-Yun1, Li Hong2, He Bing-Lin2   

  1. 1. Department of Chemical Engineering, Shangdong Institute of Light Industry, Jinan, 250100;
    2. State Key Laboratory of Functional Polymetric Materials for Adsorption and Separation, Institute of Polymer Chemistry, Nankai University, Tianjin, 300071
  • Received:1997-11-21 Online:1998-11-24 Published:1998-11-24

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被引次数

6

摘要： 用分级结晶或柱层析方法对2-(2-吡啶基)-4-羧甲基-1,3-噻唑烷(A)及2-甲基-2-(2-吡啶基)-4-羧甲基-1,3-噻唑烷(B)两种手性配体进行提纯,分别考察了其与[Rh(COD)Cl]2制备的在位催化剂催化苯乙酮的不对称硅氢化反应,发现只有噻唑烷环上的C4位手性中心对催化反应结果有影响,其C2位手性中心在Rh(1)催化下发生了快速差向异构化反应.

关键词: 噻唑烷, 手性配体, 不对称硅氢化

Abstract: The structure and optical activity of two thiazolidine ligands, 2-(2-pyridyl)-4-carbomethoxy-1,3-thiazolidine(A) and 2-methyl-2-(2-pyridyl)-4-carbomethoxy-1,3-thiazolidine(B), were reported in this paper. The diastereomers of Aand Bwere purified by fractional crystallization or column chromatography. The asymmetric hydrosilylation of acetophenone catalyzed by in situ catalysts prepared from Rh(COD)Cl2 and ligand Aor Bwas investigated respectively. It was found that the cataytic reaction was only influenced by the chiral structure of C4 in thiazolidine, the chiral centre of C2 epimerized rapidly catalyzed by Rh(Ⅰ).

Key words: Thiazolidine, Chiral ligand, Asymmetric hydrosilylation

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