Radical-initiated alkene hydroauration as a route to gold(III) alkyls: an experimental and computational study

Pintus, Anna and Bochmann, Manfred ORCID: https://orcid.org/0000-0001-7736-5428 (2018) Radical-initiated alkene hydroauration as a route to gold(III) alkyls: an experimental and computational study. RSC Advances, 8 (5). pp. 2795-2803. ISSN 2046-2069

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Abstract

The hydroauration of functionalised 1-alkenes by the gold(III) hydride (C^NOMe^C)AuH is initiated by organic radicals and proceeds via (C^N^C)Au(II) radical intermediates following a bimolecular outer-sphere mechanism. The outcome of these reactions is determined by the stability of the gold-substituted radicals. The reaction is sensitive to steric as well as electronic factors; disubstituted alkenes and alkenes that form unstable radicals give product mixtures or are unreactive. As DFT calculations show, the reactions agree well with the calculated reaction enthalpies and the standard free energy change for the reaction of the gold(II) radical with the respective alkene.

Item Type:	Article
Faculty \ School:	Faculty of Science > School of Chemistry
UEA Research Groups:	Faculty of Science > Research Groups > Chemistry of Light and Energy Faculty of Science > Research Groups > Chemistry of Materials and Catalysis
Depositing User:	Pure Connector
Date Deposited:	15 Jan 2018 12:30
Last Modified:	22 Oct 2022 03:28
URI:	https://ueaeprints.uea.ac.uk/id/eprint/65926
DOI:	10.1039/c7ra13481a

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