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Arylation of amines in alkane solvents by using well-defined palladium-N-heterocyclic carbene complexes

(2015) CHEMCATCHEM. 7(24). p.4021-4024
Author
Organization
Abstract
The use of the ITent-based series of Pd-N-heterocyclic carbenes precatalysts (Tent= Tentacular) enables the Buchwald-Hartwig amine arylation reaction in apolar alkane solvents. The use of such solvents is rare because of their poor solvation properties. Nonetheless, they could be of interest for industrial applications, as they can be disposed of in an energetically favorable manner and may potentially simplify product isolation. The excellent solubility of the precatalysts permitted the desired products to be obtained in yields ranging from 75 to 96%, even with deactivated and functionalized coupling partners.
Keywords
alkanes, amination, carbene ligands, cross-coupling, palladium, CROSS-COUPLING REACTIONS, BOND FORMATION, MEDICINAL CHEMISTRY, GREEN CHEMISTRY, ARYL HALIDES, C-N, AMINATION, CATALYST, EFFICIENT, NHC

Citation

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

MLA
Marelli, Enrico, Anthony Chartoire, Gaetan Le Duc, et al. “Arylation of Amines in Alkane Solvents by Using Well-defined palladium-N-heterocyclic Carbene Complexes.” CHEMCATCHEM 7.24 (2015): 4021–4024. Print.
APA
Marelli, E., Chartoire, A., Le Duc, G., & Nolan, S. (2015). Arylation of amines in alkane solvents by using well-defined palladium-N-heterocyclic carbene complexes. CHEMCATCHEM, 7(24), 4021–4024.
Chicago author-date
Marelli, Enrico, Anthony Chartoire, Gaetan Le Duc, and Steven Nolan. 2015. “Arylation of Amines in Alkane Solvents by Using Well-defined palladium-N-heterocyclic Carbene Complexes.” Chemcatchem 7 (24): 4021–4024.
Chicago author-date (all authors)
Marelli, Enrico, Anthony Chartoire, Gaetan Le Duc, and Steven Nolan. 2015. “Arylation of Amines in Alkane Solvents by Using Well-defined palladium-N-heterocyclic Carbene Complexes.” Chemcatchem 7 (24): 4021–4024.
Vancouver
1.
Marelli E, Chartoire A, Le Duc G, Nolan S. Arylation of amines in alkane solvents by using well-defined palladium-N-heterocyclic carbene complexes. CHEMCATCHEM. 2015;7(24):4021–4.
IEEE
[1]
E. Marelli, A. Chartoire, G. Le Duc, and S. Nolan, “Arylation of amines in alkane solvents by using well-defined palladium-N-heterocyclic carbene complexes,” CHEMCATCHEM, vol. 7, no. 24, pp. 4021–4024, 2015.
@article{8168245,
  abstract     = {The use of the ITent-based series of Pd-N-heterocyclic carbenes precatalysts (Tent= Tentacular) enables the Buchwald-Hartwig amine arylation reaction in apolar alkane solvents. The use of such solvents is rare because of their poor solvation properties. Nonetheless, they could be of interest for industrial applications, as they can be disposed of in an energetically favorable manner and may potentially simplify product isolation. The excellent solubility of the precatalysts permitted the desired products to be obtained in yields ranging from 75 to 96%, even with deactivated and functionalized coupling partners.},
  author       = {Marelli, Enrico and Chartoire, Anthony and Le Duc, Gaetan and Nolan, Steven},
  issn         = {1867-3880},
  journal      = {CHEMCATCHEM},
  keywords     = {alkanes,amination,carbene ligands,cross-coupling,palladium,CROSS-COUPLING REACTIONS,BOND FORMATION,MEDICINAL CHEMISTRY,GREEN CHEMISTRY,ARYL HALIDES,C-N,AMINATION,CATALYST,EFFICIENT,NHC},
  language     = {eng},
  number       = {24},
  pages        = {4021--4024},
  title        = {Arylation of amines in alkane solvents by using well-defined palladium-N-heterocyclic carbene complexes},
  url          = {http://dx.doi.org/10.1002/cctc.201500841},
  volume       = {7},
  year         = {2015},
}

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