高等学校化学学报

高等学校化学学报

• 研究论文 • 上一篇    下一篇

环钯化二茂铁亚胺卡宾络合物的合成、表征及其对Buchwald-Hartwig胺化反应的催化性质

李敬亚, 吴养洁, 韩自省, 姜松   

  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:2008-02-16 修回日期:1900-01-01 出版日期:2008-08-10 发布日期:2008-08-10
  • 通讯作者: 吴养洁

Synthesis, Characterization and Catalytic Activity of Cyclopalladated Ferrocenylimine Carbene Complex in Buchwald-Hartwig Amination

LI Jing-Ya, WU Yang-Jie*, HAN Zi-Xing, JIANG Song   

  1. Department of Chemistry, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Key Laboratory of Applied Chemistry of Henan Universities, Zhengzhou University, Zhengzhou 450052, China
  • Received:2008-02-16 Revised:1900-01-01 Online:2008-08-10 Published:2008-08-10
  • Contact: WU Yang-Jie

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被引次数

25

摘要： 合成了一个新的二茂铁亚胺环钯化卡宾络合物, 并经过IR, 1H NMR, 13C NMR, HRMS和X射线衍射对其单晶结构进行鉴定. 新合成的催化剂对空气和湿气都很稳定, 并且对氯代苯参与的Buchwald-Hartwig胺化反应有较好的催化活性, 在摩尔分数为0.5%的催化剂用量下, 3 h即可以达到中等以上的收率.

关键词: 二茂铁亚胺环钯化合物, 氮杂环卡宾, 胺化反应, 芳基氯

Abstract: The palladium-catalyzed amination of aryl halides(Buchwald-Hartwig amination) is a rapidly developing field due to the importance of the products in many fields, e.g. pharmaceuticals, xerography, electronic materials and ligands for transition metals. In this article, a novel cyclopalladated ferrocenylimine carbene complex 3 was conveniently synthesized and characterized via IR, 1H NMR, 13C NMR, HRMS and X-ray single crystal diffraction. Compound 3 was stable to air and moisture in both the solid state and solution. It was successfully applied for the Buchwald-Hartwig amination of aryl chlorides. Using 0.5%(molar fraction) of catalyst 3, in the presence of 2 equiv of tBuOK as a base in dioxane at 110 ℃ for 3 h, a variety of aryl chlorides and amines could be coupled to afford the coupled products in moderate or excellent yields.

Key words: Cycllopalladated ferrocenylimine, N-Heterocyclic carbene, Amination, Aryl chlorides

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