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Copper(I) complexes bearing carbenes beyond classical N-heterocyclic carbenes : synthesis and catalytic activity in 'click chemistry'

(2015) ADVANCED SYNTHESIS & CATALYSIS. 357(14-15). p.3155-3161
Author
Organization
Abstract
The synthesis and characterization of abnormal N-heterocyclic carbene, cyclic (alkyl)(amino)carbene, and mesoionic carbene copper(I) complexes are reported. These organometallic species are obtained via a versatile and inexpensive synthetic pathway using readily available reactants, namely copper oxide and iminium salts. The catalytic activity of this series of complexes was evaluated in the [3+2] cycloaddition of alkynes with azides (CuAAC). Outstanding catalytic properties were observed for the abnormal NHC- and triazolylidene-based copper(I) complexes.
Keywords
abnormal carbenes, click chemistry, [3+2] cycloaddition, copper, N-heterocyclic carbenes, remote carbenes, AZIDE-ALKYNE CYCLOADDITION, MESOIONIC CARBENES, OLEFIN METATHESIS, ROOM-TEMPERATURE, METAL-COMPLEXES, NHC LIGANDS, REMOTE, HYDROGENATION, REACTIVITY, EFFICIENT

Citation

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

MLA
Bidal, Yannick D., et al. “Copper(I) Complexes Bearing Carbenes beyond Classical N-Heterocyclic Carbenes : Synthesis and Catalytic Activity in ‘Click Chemistry.’” ADVANCED SYNTHESIS & CATALYSIS, vol. 357, no. 14–15, 2015, pp. 3155–61.
APA
Bidal, Y. D., Lesieur, M., Melaimi, M., Nahra, F., Cordes, D. B., Arachchige, K. S. A., … Cazin, C. (2015). Copper(I) complexes bearing carbenes beyond classical N-heterocyclic carbenes : synthesis and catalytic activity in “click chemistry.” ADVANCED SYNTHESIS & CATALYSIS, 357(14–15), 3155–3161.
Chicago author-date
Bidal, Yannick D, Mathieu Lesieur, Mohand Melaimi, Fady Nahra, David B Cordes, Kasun S Athukorala Arachchige, Alexandra MZ Slawin, Guy Bertrand, and Catherine Cazin. 2015. “Copper(I) Complexes Bearing Carbenes beyond Classical N-Heterocyclic Carbenes : Synthesis and Catalytic Activity in ‘Click Chemistry.’” ADVANCED SYNTHESIS & CATALYSIS 357 (14–15): 3155–61.
Chicago author-date (all authors)
Bidal, Yannick D, Mathieu Lesieur, Mohand Melaimi, Fady Nahra, David B Cordes, Kasun S Athukorala Arachchige, Alexandra MZ Slawin, Guy Bertrand, and Catherine Cazin. 2015. “Copper(I) Complexes Bearing Carbenes beyond Classical N-Heterocyclic Carbenes : Synthesis and Catalytic Activity in ‘Click Chemistry.’” ADVANCED SYNTHESIS & CATALYSIS 357 (14–15): 3155–3161.
Vancouver
1.
Bidal YD, Lesieur M, Melaimi M, Nahra F, Cordes DB, Arachchige KSA, et al. Copper(I) complexes bearing carbenes beyond classical N-heterocyclic carbenes : synthesis and catalytic activity in “click chemistry.” ADVANCED SYNTHESIS & CATALYSIS. 2015;357(14–15):3155–61.
IEEE
[1]
Y. D. Bidal et al., “Copper(I) complexes bearing carbenes beyond classical N-heterocyclic carbenes : synthesis and catalytic activity in ‘click chemistry,’” ADVANCED SYNTHESIS & CATALYSIS, vol. 357, no. 14–15, pp. 3155–3161, 2015.
@article{8536951,
  abstract     = {The synthesis and characterization of abnormal N-heterocyclic carbene, cyclic (alkyl)(amino)carbene, and mesoionic carbene copper(I) complexes are reported. These organometallic species are obtained via a versatile and inexpensive synthetic pathway using readily available reactants, namely copper oxide and iminium salts. The catalytic activity of this series of complexes was evaluated in the [3+2] cycloaddition of alkynes with azides (CuAAC). Outstanding catalytic properties were observed for the abnormal NHC- and triazolylidene-based copper(I) complexes.},
  author       = {Bidal, Yannick D and Lesieur, Mathieu and Melaimi, Mohand and Nahra, Fady and Cordes, David B and Arachchige, Kasun S Athukorala and Slawin, Alexandra MZ and Bertrand, Guy and Cazin, Catherine},
  issn         = {1615-4150},
  journal      = {ADVANCED SYNTHESIS & CATALYSIS},
  keywords     = {abnormal carbenes,click chemistry,[3+2] cycloaddition,copper,N-heterocyclic carbenes,remote carbenes,AZIDE-ALKYNE CYCLOADDITION,MESOIONIC CARBENES,OLEFIN METATHESIS,ROOM-TEMPERATURE,METAL-COMPLEXES,NHC LIGANDS,REMOTE,HYDROGENATION,REACTIVITY,EFFICIENT},
  language     = {eng},
  number       = {14-15},
  pages        = {3155--3161},
  title        = {Copper(I) complexes bearing carbenes beyond classical N-heterocyclic carbenes : synthesis and catalytic activity in 'click chemistry'},
  url          = {http://dx.doi.org/10.1002/adsc.201500453},
  volume       = {357},
  year         = {2015},
}

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