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

Files
Synthesis of_chem.202100195.pdf (1.3 MB)

Embargo End Date
2022-04-06

Type
Article

Authors
Nolan, Steven Patrick
Vanden Broeck, Sofie M P
Nelson, David J
Collado, Alba
Falivene, Laura
Cavallo, Luigi
Cordes, David B
Slawin, Alexandra M Z
Van Hecke, Kristof
Nahra, Fady
Cazin, Catherine S J

KAUST Department
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Chemical Science Program

Online Publication Date
2021-05-14

Print Publication Date
2021-06-10

Date
2021-05-14

Abstract
Readily-prepared and bench-stable [Au(CF 3 )(NHC)] compounds were synthesized using new methodologies, starting from [Au(OH)(NHC)], [Au(Cl)(NHC)] or [Au(L)(NHC)]HF 2 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(CF 3 )(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.

Citation
Nolan, S. P., Vanden Broeck, S. M. P., Nelson, D. J., Collado, A., Falivene, L., Cavallo, L., … Cazin, C. S. J. (2021). Synthesis of gold(I)-trifluoromethyl complexes and their role in generating spectroscopic evidence for a gold(I)-difluorocarbene species. Chemistry – A European Journal. doi:10.1002/chem.202100195

Acknowledgements
We thank the Ghent University (IoF), the Special Research Fund (BOF) starting (SPN, CSJC) and advanced (SPN, KVH) grants and Research Foundation Flanders (FWO) (fellowship to SVB and grant to CSJC and KVH) for funding. DFT calculations of the mechanism in this manuscript were performed using the Archie-WEST High Performance Computer at the University of Strathclyde.

Publisher
Wiley

Journal
Chemistry – A European Journal

DOI
10.1002/chem.202100195

PubMed ID
33822412

Additional Links
https://onlinelibrary.wiley.com/doi/10.1002/chem.202100195

Relations
Is Supplemented By:
  • [Dataset]
    Broeck, Sofie M. P. Vanden, Nelson, David J., Collado, Alba, Falivene, Laura, Cavallo, Luigi, Cordes, David B., Slawin, Alexandra M. Z., Van Hecke, Kristof, Nahra, Fady, Cazin, Catherine S. J., & Nolan, Steven P. (2021). CCDC 2023143: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/CCDC.CSD.CC25X7P1. DOI: 10.5517/ccdc.csd.cc25x7p1 Handle: 10754/687093
  • [Dataset]
    Broeck, Sofie M. P. Vanden, Nelson, David J., Collado, Alba, Falivene, Laura, Cavallo, Luigi, Cordes, David B., Slawin, Alexandra M. Z., Van Hecke, Kristof, Nahra, Fady, Cazin, Catherine S. J., & Nolan, Steven P. (2021). CCDC 2023144: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/CCDC.CSD.CC25X7Q2. DOI: 10.5517/ccdc.csd.cc25x7q2 Handle: 10754/687094
  • [Dataset]
    Broeck, Sofie M. P. Vanden, Nelson, David J., Collado, Alba, Falivene, Laura, Cavallo, Luigi, Cordes, David B., Slawin, Alexandra M. Z., Van Hecke, Kristof, Nahra, Fady, Cazin, Catherine S. J., & Nolan, Steven P. (2021). CCDC 2023145: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/CCDC.CSD.CC25X7R3. DOI: 10.5517/ccdc.csd.cc25x7r3 Handle: 10754/687095
  • [Dataset]
    Broeck, Sofie M. P. Vanden, Nelson, David J., Collado, Alba, Falivene, Laura, Cavallo, Luigi, Cordes, David B., Slawin, Alexandra M. Z., Van Hecke, Kristof, Nahra, Fady, Cazin, Catherine S. J., & Nolan, Steven P. (2021). CCDC 2023146: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/CCDC.CSD.CC25X7S4. DOI: 10.5517/ccdc.csd.cc25x7s4 Handle: 10754/687096
  • [Dataset]
    Broeck, Sofie M. P. Vanden, Nelson, David J., Collado, Alba, Falivene, Laura, Cavallo, Luigi, Cordes, David B., Slawin, Alexandra M. Z., Van Hecke, Kristof, Nahra, Fady, Cazin, Catherine S. J., & Nolan, Steven P. (2021). CCDC 2023147: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/CCDC.CSD.CC25X7T5. DOI: 10.5517/ccdc.csd.cc25x7t5 Handle: 10754/687097

Permanent link to this record
http://hdl.handle.net/10754/668599
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Chemical Science Program
KAUST Catalysis Center (KCC)
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