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Synthesis of gold(I)-trifluoromethyl complexes and their role in generating spectroscopic evidence for a gold(I)-difluorocarbene species

(2021) CHEMISTRY-A EUROPEAN JOURNAL. 27(33). p.8461-8467
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Abstract
Readily prepared and bench-stable [Au(CF3)(NHC)] compounds were synthesized by using new methods, starting from [Au(OH)(NHC)], [Au(Cl)(NHC)] or [Au(L)(NHC)]HF2 precursors (NHC=N-heterocyclic carbene). The mechanism of formation of these species was investigated. Consequently, a new and straightforward strategy for the mild and selective cleavage of a single carbon/fluorine bond from [Au(CF3)(NHC)] complexes was attempted and found to be reversible in the presence of an additional nucleophilic fluoride source. This straightforward technique has led to the unprecedented spectroscopic observation of a gold(I)-NHC difluorocarbene species.
Keywords
FLUOROFORM-DERIVED CUCF3, N-HETEROCYCLIC CARBENE, CATALYZED, TRIFLUOROMETHYLATION, ARYL, FLUORINE, GOLD(I), EFFICIENT, ARENES, DIFLUOROCARBENE, PHARMACEUTICALS, difluorocarbenes, fluoride abstraction, gold(I), N-heterocyclic, carbenes, trifluoromethyl

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MLA
Vanden Broeck, Sofie, et al. “Synthesis of Gold(I)-Trifluoromethyl Complexes and Their Role in Generating Spectroscopic Evidence for a Gold(I)-Difluorocarbene Species.” CHEMISTRY-A EUROPEAN JOURNAL, vol. 27, no. 33, 2021, pp. 8461–67, doi:10.1002/chem.202100195.
APA
Vanden Broeck, S., Nelson, D. J., Collado, A., Falivene, L., Cavallo, L., Cordes, D. B., … Nolan, S. (2021). Synthesis of gold(I)-trifluoromethyl complexes and their role in generating spectroscopic evidence for a gold(I)-difluorocarbene species. CHEMISTRY-A EUROPEAN JOURNAL, 27(33), 8461–8467. https://doi.org/10.1002/chem.202100195
Chicago author-date
Vanden Broeck, Sofie, David J. Nelson, Alba Collado, Laura Falivene, Luigi Cavallo, David B. Cordes, Alexandra M. Z. Slawin, et al. 2021. “Synthesis of Gold(I)-Trifluoromethyl Complexes and Their Role in Generating Spectroscopic Evidence for a Gold(I)-Difluorocarbene Species.” CHEMISTRY-A EUROPEAN JOURNAL 27 (33): 8461–67. https://doi.org/10.1002/chem.202100195.
Chicago author-date (all authors)
Vanden Broeck, Sofie, David J. Nelson, Alba Collado, Laura Falivene, Luigi Cavallo, David B. Cordes, Alexandra M. Z. Slawin, Kristof Van Hecke, Fady Nahra, Catherine Cazin, and Steven Nolan. 2021. “Synthesis of Gold(I)-Trifluoromethyl Complexes and Their Role in Generating Spectroscopic Evidence for a Gold(I)-Difluorocarbene Species.” CHEMISTRY-A EUROPEAN JOURNAL 27 (33): 8461–8467. doi:10.1002/chem.202100195.
Vancouver
1.
Vanden Broeck S, Nelson DJ, Collado A, Falivene L, Cavallo L, Cordes DB, et al. Synthesis of gold(I)-trifluoromethyl complexes and their role in generating spectroscopic evidence for a gold(I)-difluorocarbene species. CHEMISTRY-A EUROPEAN JOURNAL. 2021;27(33):8461–7.
IEEE
[1]
S. Vanden Broeck et al., “Synthesis of gold(I)-trifluoromethyl complexes and their role in generating spectroscopic evidence for a gold(I)-difluorocarbene species,” CHEMISTRY-A EUROPEAN JOURNAL, vol. 27, no. 33, pp. 8461–8467, 2021.
@article{8709124,
  abstract     = {{Readily prepared and bench-stable [Au(CF3)(NHC)] compounds were synthesized by using new methods, starting from [Au(OH)(NHC)], [Au(Cl)(NHC)] or [Au(L)(NHC)]HF2 precursors (NHC=N-heterocyclic carbene). The mechanism of formation of these species was investigated. Consequently, a new and straightforward strategy for the mild and selective cleavage of a single carbon/fluorine bond from [Au(CF3)(NHC)] complexes was attempted and found to be reversible in the presence of an additional nucleophilic fluoride source. This straightforward technique has led to the unprecedented spectroscopic observation of a gold(I)-NHC difluorocarbene species.}},
  author       = {{Vanden Broeck, Sofie and Nelson, David J. and Collado, Alba and Falivene, Laura and Cavallo, Luigi and Cordes, David B. and Slawin, Alexandra M. Z. and Van Hecke, Kristof and Nahra, Fady and Cazin, Catherine and Nolan, Steven}},
  issn         = {{0947-6539}},
  journal      = {{CHEMISTRY-A EUROPEAN JOURNAL}},
  keywords     = {{FLUOROFORM-DERIVED CUCF3,N-HETEROCYCLIC CARBENE,CATALYZED,TRIFLUOROMETHYLATION,ARYL,FLUORINE,GOLD(I),EFFICIENT,ARENES,DIFLUOROCARBENE,PHARMACEUTICALS,difluorocarbenes,fluoride abstraction,gold(I),N-heterocyclic,carbenes,trifluoromethyl}},
  language     = {{eng}},
  number       = {{33}},
  pages        = {{8461--8467}},
  title        = {{Synthesis of gold(I)-trifluoromethyl complexes and their role in generating spectroscopic evidence for a gold(I)-difluorocarbene species}},
  url          = {{http://dx.doi.org/10.1002/chem.202100195}},
  volume       = {{27}},
  year         = {{2021}},
}

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