有机化学 ›› 2017, Vol. 37 ›› Issue (10): 2555-2568.DOI: 10.6023/cjoc201704011 上一篇    下一篇

综述与进展

钯-单膦催化剂在烯烃不对称硅氢化反应中的应用

张凤a, 刘祥华a, 刘玮a, 邓国军b   

  1. a 湖南农业大学理学院 长沙 410128;
    b 湘潭大学化学学院 湘潭 411105
  • 收稿日期:2017-04-10 修回日期:2017-05-15 发布日期:2017-06-07
  • 通讯作者: 张凤 E-mail:zhang_feng0911@163.com
  • 基金资助:

    国家自然科学基金(No.21302051)和湖南省自然科学基金(No.14JJ3091)资助项目.

Application of Pd-Monodentate Phosphorus Catalysts in the Asymmetric Hydrosilylation Reactions of Alkenes

Zhang Fenga, Liu Xianghuaa, Liu Weia, Deng Guojunb   

  1. a College of Science, Hunan Agricultural University, Changsha 410128;
    b College of Chemistry, Xiangtan University, Xiangtan 411105
  • Received:2017-04-10 Revised:2017-05-15 Published:2017-06-07
  • Contact: 10.6023/cjoc201704011 E-mail:zhang_feng0911@163.com
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.21302051) and the Natural Science Foundation of Hunan Province (No.14JJ3091).

烯烃的不对称硅氢化反应作为合成手性仲醇的一种重要方法,受到了国内外众多学者的关注.研究表明,钯-单膦催化剂对该类反应有着优异的催化活性和选择性.由于结构稳定、易于合成及修饰、催化性能独特等优点,手性单膦配体取得了迅速的发展.其中,基于二茂铁骨架的平面手性膦配体、基于联芳基骨架的轴手性膦配体以及手性亚磷酰胺酯配体在烯烃的不对称硅氢化反应中取得了优异的催化效果.详细总结了近年来钯-单膦催化剂催化的烷基烯烃、苯乙烯及其衍生物、1,3-二烯烃等底物的不对称硅氢化反应研究进展,并对其发展前景进行了展望.

关键词: 钯催化, 单膦配体, 烯烃, 不对称硅氢化

Asymmetric hydrosilylation of alkenes, which has been recognized as an important method for the preparations of optically active secondary alcohols, deserves widespread attention over the world. It is reported that such reaction can be catalyzed by Pd-monodentate phosphorus catalysts with excellent reactivity and enantioselectivity. In the past decades, a wide variety of chiral monodentate phosphorus ligands have been developed because of their stable structure, facile synthesis, convenient modification, unique efficiency. Among them, there are three predominant classes of ligands-phosphines based on an axially chiral biaryl scaffold, phosphines based on a planar chiral ferrocene scaffold and chiral phosphoramidites. Herein, the recent advances in asymmetric hydrosilylation of alkyl-substituted alkenes, styrene derivatives, 1,3-dienes and other carbon-carbon double bond compounds catalyzed by palladium monodentate phosphorus catalysts are summarized. The perspective is also discussed.

Key words: Pd catalyzed, monodentate phosphorus ligands, alkenes, asymmetric hydrosilylation