Advanced search

Heteroleptic bis(N-heterocyclic carbene)copper(I) complexes : highly efficient systems for the [3+2] cycloaddition of azides and alkynes

(2012) ORGANOMETALLICS. 31(22). p.7969-7975
Author
Organization
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.
Keywords
N-HETEROCYCLIC CARBENE, CLICK CHEMISTRY, 1, 3-DIPOLAR CYCLOADDITION, TERMINAL ALKYNES, NUCLEOPHILIC CARBENE, COPPER(I) COMPLEXES, CATALYSTS, LIGANDS, HYDROSILYLATION, REACTIVITY

Citation

Please use this url to cite or link to this publication:

Chicago
Lazreg, Faima, Alexandra MZ Slawin, and Catherine Cazin. 2012. “Heteroleptic bis(N-heterocyclic carbene)copper(I) Complexes : Highly Efficient Systems for the [3+2] Cycloaddition of Azides and Alkynes.” Organometallics 31 (22): 7969–7975.
APA
Lazreg, Faima, Slawin, A. M., & Cazin, C. (2012). Heteroleptic bis(N-heterocyclic carbene)copper(I) complexes : highly efficient systems for the [3+2] cycloaddition of azides and alkynes. ORGANOMETALLICS, 31(22), 7969–7975.
Vancouver
1.
Lazreg F, Slawin AM, Cazin C. Heteroleptic bis(N-heterocyclic carbene)copper(I) complexes : highly efficient systems for the [3+2] cycloaddition of azides and alkynes. ORGANOMETALLICS. 2012;31(22):7969–75.
MLA
Lazreg, Faima, Alexandra MZ Slawin, and Catherine Cazin. “Heteroleptic bis(N-heterocyclic carbene)copper(I) Complexes : Highly Efficient Systems for the [3+2] Cycloaddition of Azides and Alkynes.” ORGANOMETALLICS 31.22 (2012): 7969–7975. Print.
@article{8536930,
  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       = {Lazreg, Faima and Slawin, Alexandra MZ and Cazin, Catherine},
  issn         = {0276-7333},
  journal      = {ORGANOMETALLICS},
  keywords     = {N-HETEROCYCLIC CARBENE,CLICK CHEMISTRY,1,3-DIPOLAR CYCLOADDITION,TERMINAL ALKYNES,NUCLEOPHILIC CARBENE,COPPER(I) COMPLEXES,CATALYSTS,LIGANDS,HYDROSILYLATION,REACTIVITY},
  language     = {eng},
  number       = {22},
  pages        = {7969--7975},
  title        = {Heteroleptic bis(N-heterocyclic carbene)copper(I) complexes : highly efficient systems for the [3+2] cycloaddition of azides and alkynes},
  url          = {http://dx.doi.org/10.1021/om3006195},
  volume       = {31},
  year         = {2012},
}

Altmetric
View in Altmetric
Web of Science
Times cited: