Heteroleptic Bis(N-heterocyclic carbene)Copper(I) Complexes: Highly Efficient Systems for the [3+2] Cycloaddition of Azides and Alkynes

Faima Lazreg; Alexandra M. Z. Slawin; Catherine S. J. Cazin

doi:10.1021/om3006195

Heteroleptic Bis(N-heterocyclic carbene)Copper(I) Complexes: Highly Efficient Systems for the [3+2] Cycloaddition of Azides and Alkynes

Faima Lazreg, Alexandra M. Z. Slawin, Catherine S. J. Cazin

Research output: Contribution to journal › Article › peer-review

Abstract

The first examples of heteroleptic bis-N-heterocyclic carbene (NHC) copper(I) complexes and a mixed NHC-phosphine Cu complex are reported. These complexes are easily synthesized from the reaction of [Cu(OH)(NHC)] with various imidazol(idin)ium or phosphonium tetrafluoroborate salts. These cationic heteroleptic bis-NHC Cu complexes are highly active systems for the azide-alkyne cycloaddition leading to the formation of 1,2,3-triazoles. The mechanism of this transformation was investigated, and information gathered suggests that only one NHC remains coordinated to the metal center during catalysis.

Original language	English
Pages (from-to)	7969-7975
Number of pages	7
Journal	Organometallics
Volume	31
Issue number	22
DOIs	https://doi.org/10.1021/om3006195
Publication status	Published - 26 Nov 2012

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title = "Heteroleptic Bis(N-heterocyclic carbene)Copper(I) Complexes: Highly Efficient Systems for the [3+2] Cycloaddition of Azides and Alkynes",

abstract = "The first examples of heteroleptic bis-N-heterocyclic carbene (NHC) copper(I) complexes and a mixed NHC-phosphine Cu complex are reported. These complexes are easily synthesized from the reaction of [Cu(OH)(NHC)] with various imidazol(idin)ium or phosphonium tetrafluoroborate salts. These cationic heteroleptic bis-NHC Cu complexes are highly active systems for the azide-alkyne cycloaddition leading to the formation of 1,2,3-triazoles. The mechanism of this transformation was investigated, and information gathered suggests that only one NHC remains coordinated to the metal center during catalysis.",

author = "Faima Lazreg and Slawin, {Alexandra M. Z.} and Cazin, {Catherine S. J.}",

year = "2012",

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T1 - Heteroleptic Bis(N-heterocyclic carbene)Copper(I) Complexes: Highly Efficient Systems for the [3+2] Cycloaddition of Azides and Alkynes

AU - Lazreg, Faima

AU - Slawin, Alexandra M. Z.

AU - Cazin, Catherine S. J.

PY - 2012/11/26

Y1 - 2012/11/26

N2 - The first examples of heteroleptic bis-N-heterocyclic carbene (NHC) copper(I) complexes and a mixed NHC-phosphine Cu complex are reported. These complexes are easily synthesized from the reaction of [Cu(OH)(NHC)] with various imidazol(idin)ium or phosphonium tetrafluoroborate salts. These cationic heteroleptic bis-NHC Cu complexes are highly active systems for the azide-alkyne cycloaddition leading to the formation of 1,2,3-triazoles. The mechanism of this transformation was investigated, and information gathered suggests that only one NHC remains coordinated to the metal center during catalysis.

AB - The first examples of heteroleptic bis-N-heterocyclic carbene (NHC) copper(I) complexes and a mixed NHC-phosphine Cu complex are reported. These complexes are easily synthesized from the reaction of [Cu(OH)(NHC)] with various imidazol(idin)ium or phosphonium tetrafluoroborate salts. These cationic heteroleptic bis-NHC Cu complexes are highly active systems for the azide-alkyne cycloaddition leading to the formation of 1,2,3-triazoles. The mechanism of this transformation was investigated, and information gathered suggests that only one NHC remains coordinated to the metal center during catalysis.

U2 - 10.1021/om3006195

DO - 10.1021/om3006195

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IS - 22

ER -

Heteroleptic Bis(N-heterocyclic carbene)Copper(I) Complexes: Highly Efficient Systems for the [3+2] Cycloaddition of Azides and Alkynes

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