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有机化学
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有机化学 ›› 2006, Vol. 26 ›› Issue (06): 745-756.    下一篇

综述与进展

N-杂环卡宾: 一种多用途有机小分子催化剂

孙小宇1，吴劼*,1,2   

  1. (1复旦大学化学系 上海 200433)
    (2中国科学院上海有机化学研究所金属有机化学国家重点实验室 上海 200032)
  • 收稿日期:2005-06-18 修回日期:2005-10-28 发布日期:2006-05-31
  • 通讯作者: 吴劼

N-Heterocyclic Carbene: a Versatile Organocatalyst

SUN, Xiao-Yua1，WU, Jie*,1,2   

  1. (1Department of Chemistry, Fudan University, Shanghai 200433))
    (2(b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032)
  • Received:2005-06-18 Revised:2005-10-28 Published:2006-05-31
  • Contact: WU, Jie

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近年来, N-杂环卡宾化学引起了化学家们广泛的研究兴趣, 这一切主要归功于Arduengo等的杰出工作, 在1991年他们首次成功分离得到了第一个稳定的N-杂环卡宾——咪唑-2-碳烯. 这推动了N-杂环卡宾化学的飞速发展. 尽管N-杂环卡宾作为配体在金属有机化学中已经被广泛研究, 然而, 对N-杂环卡宾作为反应底物和有机小分子催化剂的研究还有待进一步深入. N-杂环卡宾作为有机小分子催化剂在有机反应中的应用及其研究进展, 引起有机化学家对N-杂环卡宾化学这一热点领域的更多关注.

关键词: 有机小分子催化剂, Stetter反应, 极性反转反应, N-杂环卡宾

In recent years N-heterocyclic carbenes (NHC) have evoked considerable interest, and this can be attributed in large measure to the isolation of a stable imidazol-2-ylidene by Arduengo et al. in 1991. Although the use of NHC as ligands in organometallic reactions has been studied extensively, the study of N-heterocyclic carbenes used as the reaction reagents and catalysts still need to be conducted deeply. The purpose of this passage is to cast some light on the chemistry of NHC as organocatalysts and to inspire organic chemists to pay more attention to this hot field.

Key words: stetter reaction, umpolung reaction, organocatalyst, N-heterocyclic carbene