Proton supplier role of binuclear gold complexes in promoting hydrofunctionalisation of nonactivated alkenes
Density functional theory (DFT) was used to investigate PR3AuOTf-catalyzed hydrofunctionalisation of nonactivated alkenes using acetic acid and phenol where OTf = triflate (CF3SO3−). The gold(I) complex itself is found to be unlikely to operate as the π-activator due to its relatively low electrophi...
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| Main Authors: | , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
[2019]
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| In: |
Catalysis science & technology
Year: 2019, Volume: 9, Issue: 6, Pages: 1420-1426 |
| ISSN: | 2044-4761 |
| DOI: | 10.1039/C8CY02482K |
| Online Access: | Verlag, Volltext: https://doi.org/10.1039/C8CY02482K Verlag, Volltext: https://pubs.rsc.org/en/content/articlelanding/2019/cy/c8cy02482k 
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| Author Notes: | Maryam Asgari, Christopher J.T. Hyland, A. Stephen K. Hashmi, Brian F. Yates and Alireza Ariafard |
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| 520 | |a Density functional theory (DFT) was used to investigate PR3AuOTf-catalyzed hydrofunctionalisation of nonactivated alkenes using acetic acid and phenol where OTf = triflate (CF3SO3−). The gold(I) complex itself is found to be unlikely to operate as the π-activator due to its relatively low electrophilicity. Instead, the concurrent coordination of two gold(I) complexes to a nucleophile (PhOH or AcOH) enhances the acidity of the latter's proton and causes the ensuing binuclear complex to serve as a strong proton supplier for activating the alkene π-bonds. Alternatively, the binuclear complex is also susceptible to produce a hidden HOTf. This hidden acid is accessible for hydrofunctionalization to occur but it is not in sufficient concentration to decompose the final product. | ||
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