Unsupported Copper Nanoparticles in the 1,3-Dipolar Cycloaddition of Terminal Alkynes and Azides

Readily prepared copper nanoparticles were found to catalyse the 1,3-dipolar cycloaddition of azides and alkynes up to rates comparable to those of microwave chemistry. Both the preparation of the nanoparticles and the click reaction are carried out under mild conditions, in short reaction times and...

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Bibliographic Details
Authors: Alonso, Francisco, Moglie, Yanina Fernanda, Radivoy, Gabriel Eduardo, Yus, Miguel
Format: article
Status:Published version
Publication Date:2010
Country:Argentina
Institution:Consejo Nacional de Investigaciones Científicas y Técnicas
Repository:CONICET Digital (CONICET)
Language:English
OAI Identifier:oai:ri.conicet.gov.ar:11336/64028
Online Access:http://hdl.handle.net/11336/64028
Access Level:Open access
Keyword:Alkynes
Azides
Click Chemistry
Copper
Cycloaddition
Nanoparticles
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Description
Summary:Readily prepared copper nanoparticles were found to catalyse the 1,3-dipolar cycloaddition of azides and alkynes up to rates comparable to those of microwave chemistry. Both the preparation of the nanoparticles and the click reaction are carried out under mild conditions, in short reaction times and in the absence of any stabilising additive or ligand. A variety of 1,2,3-triazoles were prepared in excellent yields. A reaction mechanism was postulated on the basis of different reactivity studies and deuteration experiments. Copper(I) acetylides were demonstrated to be the real intermediate species. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.