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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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Publication details

The article was received on 30 Dec 2018, accepted on 21 Mar 2019 and first published on 22 Mar 2019


Article type: Paper
DOI: 10.1039/C8DT05155K
Dalton Trans., 2019,48, 6273-6282

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    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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