Metal-Catalyzed Azide-Alkyne “Click” Reactions: Mechanistic Overview and Recent Trends - Archive ouverte HAL Access content directly
Journal Articles Coordination Chemistry Reviews Year : 2016

Metal-Catalyzed Azide-Alkyne “Click” Reactions: Mechanistic Overview and Recent Trends

Abstract

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
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Dates and versions

hal-01282461 , version 1 (26-04-2016)

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Changlong Wang, Djamila Ikhlef, Samia Kahlal, Jean-Yves Saillard, Didier Astruc. Metal-Catalyzed Azide-Alkyne “Click” Reactions: Mechanistic Overview and Recent Trends. Coordination Chemistry Reviews, 2016, 316, pp.1-20. ⟨10.1016/j.ccr.2016.02.010⟩. ⟨hal-01282461⟩
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