Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance upgrade on Thursday 4th of May 2017 from 8.00am to 9.00am (BST).

During this time our websites will be offline temporarily. If you have any questions please use the feedback button on this page. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 4, 2010
Previous Article Next Article

Copper-catalyzed azidealkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(I) acetylides

Author affiliations

Abstract

Copper-catalyzed azidealkyne cycloaddition (CuAAC) is a widely utilized, reliable, and straightforward way for making covalent connections between building blocks containing various functional groups. It has been used in organic synthesis, medicinal chemistry, surface and polymer chemistry, and bioconjugation applications. Despite the apparent simplicity of the reaction, its mechanism involves multiple reversible steps involving coordination complexes of copper(I) acetylides of varying nuclearity. Understanding and controlling these equilibria is of paramount importance for channeling the reaction into the productive catalytic cycle. This tutorial review examines the history of the development of the CuAAC reaction, its key mechanistic aspects, and highlights the features that make it useful to practitioners in different fields of chemical science.

Graphical abstract: Copper-catalyzed azide–alkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(i) acetylides

Back to tab navigation
Please wait while Download options loads

Publication details

The article was received on 28 Jan 2010 and first published on 04 Mar 2010


Article type: Tutorial Review
DOI: 10.1039/B904091A
Citation: Chem. Soc. Rev., 2010,39, 1302-1315
  •   Request permissions

    Copper-catalyzed azidealkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(I) acetylides

    J. E. Hein and V. V. Fokin, Chem. Soc. Rev., 2010, 39, 1302
    DOI: 10.1039/B904091A

Search articles by author