Proton supplier role of binuclear gold complexes in promoting hydrofunctionalisation of nonactivated alkenes

• Verfasst von: Asgari, Maryam [VerfasserIn]
• Verfasst von: Hashmi, A. Stephen K. [VerfasserIn]
• Titel: Proton supplier role of binuclear gold complexes in promoting hydrofunctionalisation of nonactivated alkenes
• Verf.angabe: Maryam Asgari, Christopher J.T. Hyland, A. Stephen K. Hashmi, Brian F. Yates and Alireza Ariafard
• E-Jahr: 2019
• Jahr: [2019]
• Umfang: 7 S.
• Illustrationen: Illustrationen
• Fussnoten: Gesehen am 29.05.2019
• Titel Quelle: Enthalten in: Catalysis science & technology
• Ort Quelle: London : RSC Publ., 2011
• Jahr Quelle: 2019
• Band/Heft Quelle: 9(2019), 6, Seite 1420-1426
• ISSN Quelle: 2044-4761
• DOI: doi:10.1039/C8CY02482K
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1666472204

Abstract

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.