高等学校化学学报

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二茂铁亚胺环钯化合物催化的带有导向基团的sp2C—H键底物的邻位芳基化

李亚楠, 杨帆, 吴养洁   

  1. 郑州大学化学系, 河南省化学生物与有机化学重点实验室, 河南省高校应用化学重点实验室, 郑州 450052
  • 收稿日期:2008-09-01 修回日期:1900-01-01 出版日期:2008-12-10 发布日期:2008-12-10
  • 通讯作者: 吴养洁

Cyclopalladated Ferrocenylimine Catalyzed ortho-Arylation of sp2 C—H Bond Substrates Containing the Directing Group

LI Ya-Nan, YANG Fan, WU Yang-Jie*   

  1. Henan Key Laboratory of Chemical Biology and Organic Chemistry, Key Laboratory of Applied Chemistry Henan Universities, Department of Chemistry, Zhengzhou University, Zhengzhou 450052, China
  • Received:2008-09-01 Revised:1900-01-01 Online:2008-12-10 Published:2008-12-10
  • Contact: WU Yang-Jie

摘要: 发展了一种以二茂铁亚胺环钯化合物为催化剂, 对带有导向基团的sp2 C—H键芳基底物进行邻位芳基化的新颖高效的催化体系. 实验结果表明, 反应表现出明显的区域选择性, 芳基化只发生在空间位阻较小的sp2 C—H键上, 反应可以采用多种取代基(如CH3O, CH3CO, Br和Cl)进行, 这有助于通过进一步反应构建更为复杂的新化合物.

关键词: 二茂铁亚胺环钯化合物, 邻位芳基化, C—H活化, C-C偶联反应

Abstract: A novel and efficient catalytic system for ortho-arylation of sp2 C—H bond substrates containing the directing group using cyclopalladated ferrocenylimine as catalyst was developed. The arylation showed high regioselectivity and only occurred on the less sterically hinderd ortho-C—H bond. The reaction could be compatible to diverse functional groups such as CH3, CH3O, and CH3CO, as well as Br and Cl substituents, which would permit to be functionalized further to construct new compounds with more complicated structures.

Key words: Cyclopalladated ferrocenylimine, ortho-Arylation, C—H activation, C—C coupling reaction

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