Metal-Catalyzed Azide-Alkyne “Click” Reactions: Mechanistic Overview and Recent Trends
Metal-Catalyzed Azide-Alkyne “Click” Reactions: Mechanistic Overview and Recent Trends
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DOI：
10.1016/j.ccr.2016.02.010
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发表时间：
2016-06
影响因子：
20.6
通讯作者：
Changlong Wang;Djamila Ikhlef;S. Kahlal;J. Saillard;D. Astruc
中科院分区：
文献类型：
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作者：
Changlong Wang;Djamila Ikhlef;S. Kahlal;J. Saillard;D. Astruc
本文综述了金属催化叠氮-炔环加成（MAAC）的“点击”反应的机理和最新发展趋势，其中Cu（I）催化剂仍然是最常用的催化剂。这些MAAC反应是迄今为止与“绿色化学”概念相关的最常见的点击反应。首先由Fokin-Sharpless和Meldal小组在2002年用Cu（I）开发，然后由Fokin小组在2005年扩展到Ru（II）催化剂，最后扩展到许多其他金属催化剂。机制的调查是必不可少的反应的改进和随后的应用程序，并确实如在这篇评论中所示，提出的机制已在过去十年中的基础上的理论计算和实验搜索的中间体。新的趋势（自2012年以来）也在这里提出，通常代表各种应用的令人兴奋的方法和进一步的机制研究的新挑战。
This review is focused on the mechanistic aspects and recent trends of the metal-catalyzed azide-alkyne cycloaddition (MAAC) so-called “click” reactions with catalysts based on various metals (Cu, Ru, Ag, Au, Ir, Ni, Zn, Ln), although Cu (I) catalysts are still the most used ones. These MAAC reactions are by far the most common click reactions relevant to the “green chemistry” concept. First developed by the Fokin-Sharpless and Meldal group with Cu(I) in 2002, they have then been extended to Ru(II) catalysts by the Fokin group in 2005 and finally to many other metal catalysts. Mechanistic investigations are essential to reaction improvements and subsequent applications, and indeed as shown in this review the proposed mechanisms have been multiple during the last decade based on theoretical computations and experimental search of intermediates. New trends (since 2012) are also presented here often representing both exciting approaches for various applications and new challenges for further mechanistic investigations.