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化学学报
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化学学报 ›› 2007, Vol. 65 ›› Issue (16): 1702-1706. 上一篇    下一篇

研究论文

N-杂环卡宾Pd络合物的合成及其在Buchwald-Hartwig反应中的应用

施继成*, 曹新华, 郑瑛, 贾莉   

  1. (福建师范大学化学与材料学院 福州 350007)
  • 投稿日期:2007-01-09 修回日期:2007-02-09 发布日期:2007-08-28
  • 通讯作者: 施继成

Synthesis of N-Heterocyclic Carbene Palladacycle Complexes and Their Applications to Buchwald-Hartwig Reactions

SHI Ji-Cheng*; CAO Xin-Hua; ZHENG Ying; JIA Li   

  1. (College of Chemistry and Materials Science, Fujian Normal University, Fuzhou 350007)
  • Received:2007-01-09 Revised:2007-02-09 Published:2007-08-28
  • Contact: SHI Ji-Cheng

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合成鉴定了二个N-杂环卡宾环金属Pd络合物[1,3-N,N’-双{2,6-二取代基苯基}咪唑基-2-卡宾][N,N-二甲基卞胺-2-C,N]氯化钯(Ⅱ)(3a：取代基 = 异丙基；和3b：取代基 = 甲基)，评价了它们在氯代芳烃和各种胺偶联反应中的催化性能。发现NaOBu-t是效果较好的碱，及Pd周围有较大的立体位阻的3a在4-甲基氯苯与吗啡啉反应中较3b有更好的催化性能.

关键词: N-杂环卡宾, Pd催化剂, C—N键形成反应

Two new N-heterocyclic carbene palladacycle complexes [1,3-N,N'-bis(2,6-disubstituted phenyl)imidazolin-2-ylidene]chloro[2-dimethylaminomethylphenyl-C,N]palladium(II) [R＝i-Pr (3a), methyl (3b)] have been synthesized, and evaluated as catalyst precursors for aminations of aryl chlorides with various amine coupling partners. It was found that 3a with bulky substituents around Pd center is better than 3b for catalyzing the amination of 4-methylphenyl chloride with morpholine in the presence of sodium tert-butoxide.

Key words: N-heterocyclic carbene, Pd catalyst, C—N bond-forming reaction