Use of ring-expanded diamino- and diamidocarbene ligands in copper catalyzed azide-alkyne "click" reactions

Lee R. Collins, Thomas M. Rookes, Mary F. Mahon, Ian M. Riddlestone, Michael K. Whittlesey

Research output: Contribution to journalArticle

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Abstract

The two-coordinate ring-expanded N-heterocyclic carbene copper(I) complexes [Cu(RE-NHC)2]+ (RE-NHC = 6-Mes, 7-o-Tol, 7-Mes) have been prepared and shown to be effective catalysts under neat conditions for the 1,3-dipolar cycloaddition of alkynes and azides. In contrast, the cationic diamidocarbene analogue [Cu(6-MesDAC)2]+ and the neutral species [(6-MesDAC)CuCl]2 and [(6-MesDAC)2(CuCl)3] show good activity when the catalysis is performed on water.

LanguageEnglish
Pages5882-5887
Number of pages6
JournalOrganometallics
Volume33
Issue number20
Early online date25 Jun 2014
DOIs
StatusPublished - 27 Oct 2014

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Alkynes
Azides
Cycloaddition
cycloaddition
carbenes
alkynes
Catalysis
catalysis
Copper
analogs
Ligands
catalysts
copper
ligands
Catalysts
Water
rings
water
carbene

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Use of ring-expanded diamino- and diamidocarbene ligands in copper catalyzed azide-alkyne "click" reactions. / Collins, Lee R.; Rookes, Thomas M.; Mahon, Mary F.; Riddlestone, Ian M.; Whittlesey, Michael K.

In: Organometallics, Vol. 33, No. 20, 27.10.2014, p. 5882-5887.

Research output: Contribution to journalArticle

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