Ring-Expanded N-Heterocyclic Carbenes for Copper-Mediated Azide-Alkyne Click Cycloaddition Reactions

ChemCatChem. 2018 May 9;10(9):2041-2045. doi: 10.1002/cctc.201701992. Epub 2018 Mar 7.

Abstract

A series of well-defined copper(I) complexes bearing ring-expanded N-heterocyclic carbene (NHC) ligands has been applied to the azide-alkyne cycloaddition reaction. The obtained results notably showed that the six-membered NHC ligands outperform well-established five-membered ones. [CuI(Mes-6)] displayed a remarkable catalytic activity while respecting the strict criteria for click reactions.

Keywords: N-heterocyclic carbenes; alkynes; azides; click chemistry; copper.