有机化学 ›› 1998, Vol. 18 ›› Issue (4): 372-376. 上一篇    下一篇

研究论文

手性2-(2-吡啶基)-4-羧乙基-1, 3-噻唑烷的合成及应用研究

姚金水;刘丹凤;李弘;何炳林   

  1. 山东轻工业学院化学工程系;南开大学高分子化学研究所;吸附与分离功能高分子材料国家重点实验室
  • 发布日期:1998-08-25

Study on synthesis and application of 2-(2-pyridyl)-4-carboethoxy-1, 3-thiazolidine

YAO JINSHUI;LIU DANFENG;LI HONG;HE BINGLIN   

  • Published:1998-08-25

以分级结晶和柱层析法对手性配体2-(2-吡啶基)-4-羧乙基-1,3-噻唑烷(A)进行了异构体分离提纯。将其与[Rh(COD)Cl]~2制备的原位催化剂用于催化苯乙酮及其它几种芳香酮的不对称硅氢化反应, 化学收率达90%左右, 光学纯度达80%e.e.左右, 噻唑烷环上的C~2构型对催化反应结果无影响, C~4位上酯基的影响也不大。

关键词: 酮 P, 羧基, 手性试剂, 催化活性, 合成, 噻唑烷 P, 芳香族化合物, 苯乙酮, 异构体, 乙基

The isomers of ligand, 2-(2-pyridyl)-4-carboethoxy- 1,3-thiazolidine(A) were separated and purified by fractional crystallization or column chromatography. The catalysts, prepared in-situ with ligand A and [Rh(COD)Cl]~2, were used to catalyze the asymmetric hydrosilylation of acetophenone and several other aromatic ketones. The chemical yields and optical purities were about 90% and 80%, respectively. It was sound that the configuration of C~2 in thiazolidine had no effect on the catalytic reaction.

Key words: KETONE P, CHIRAL REAGENT, CARBOXY GROUP, ACETOPHENONE, CATALYTIC ACTIVITY, AROMATIC COMPOUNDS, THIAZOLIDINE P, ETHYL GROUP, ISOMER, SYNTHESIS

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