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Issue 18, 2019
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Direct intramolecular carbon(sp2)–nitrogen(sp2) reductive elimination from gold(iii)

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Abstract

The reactivity of bidentate AuIII–Cl species, [(C^N)AuCl2], with a bisphosphine or carbon donor ligands results in reductive elimination. Combined experimental and computational investigations lead to the first evidence of a direct intramolecular C(sp2)–N(sp2) bond formation from a monomeric [(C^N)AuCl2] gold(III) complex. We show that bidentate ligated Au(III) systems bypass transmetallation to form C(sp2)–N(sp2) species and NHC–Au–Cl. Mechanistic investigations of the reported transformation reveal a ligand-induced reductive elimination via a key AuIII intermediate. Kinetic studies of the reaction support a second-order rate process.

Graphical abstract: Direct intramolecular carbon(sp2)–nitrogen(sp2) reductive elimination from gold(iii)

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Supplementary files

Article information


Submitted
30 Dec 2018
Accepted
21 Mar 2019
First published
22 Mar 2019

Dalton Trans., 2019,48, 6273-6282
Article type
Paper

Direct intramolecular carbon(sp2)–nitrogen(sp2) reductive elimination from gold(III)

J. H. Kim, R. T. Mertens, A. Agarwal, S. Parkin, G. Berger and S. G. Awuah, Dalton Trans., 2019, 48, 6273
DOI: 10.1039/C8DT05155K

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