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Carbon-Phosphorus coupling from C^N cyclometalated Au(III) complexes

Bonsignore, Riccardo, Thomas, Sophie, Klooster, Wim, Coles, Simon, Bourissou, Didier, Jenkins, Robert, Barone, Giampaolo and Casini, Angela 2020. Carbon-Phosphorus coupling from C^N cyclometalated Au(III) complexes. Chemistry - A European Journal 26 (19) , pp. 4226-4231. 10.1002/chem.201905392

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Abstract

With the aim of exploiting new organometallic species for cross‐coupling reactions, we report here on the Au(III)‐mediated Caryl–P bond formation occurring upon reaction of C^N cyclometalated Au(III) complexes with phosphines. The [Au(C^N)Cl2] complex 1 featuring the bidentate 2‐benzoylpyridine (CCON) scaffold was found to react with PTA (1,3,5‐triaza‐7‐phosphaadamantane) under mild conditions, including in water, to afford the corresponding phosphonium 5 via C–P reductive elimination. A mechanism is proposed for the title reaction based on in situ 31P{1H} NMR and HR‐ESI‐MS analyses combined with DFT calculations. The C–P coupling has been generalized to other C^N cyclometalated Au(III) complexes and other tertiary phosphines. Overall, this work provides new insights into the reactivity of cyclometalated Au(III) compounds and establishes initial structure‐activity relationships to develop Au(III)‐mediated C–P cross‐coupling reactions.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: Wiley
ISSN: 0947-6539
Funders: European Union�s Horizon 2020 and EPSRC
Date of First Compliant Deposit: 3 February 2020
Date of Acceptance: 22 January 2020
Last Modified: 31 Jul 2020 14:53
URI: http://orca-mwe.cf.ac.uk/id/eprint/129275

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