Reactivity of "ligand-free" Au:C-H and C-C activation versus π coordination

Savjani, N., Bew, S.P., Hughes, D.L., Lancaster, S.J. and Bochmann, M. (2012) Reactivity of "ligand-free" Au:C-H and C-C activation versus π coordination. Organometallics, 31 (7). pp. 2534-2537. ISSN 0276-7333

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Abstract

[(Me S)Au] cations, generated from (Me S)AuCl and AgSbF in dichloromethane at 0-20 °C, serve as sources of solvated Au (alongside unreactive [Au(SMe ) ] ), which reacts with the methyl-substituted arenes C Me H (n = 0-2) with C-H bond cleavage to give the sulfonium salts [C Me H CH SMe ] . There was no evidence for arene π coordination to Au or for the formation of σ-bonded Au-benzyl species. Surprisingly, the reaction of Au with CH Ar leads to C-C bond cleavage (Ar = 2,4,6-C H Me ). The reactions are highly selective for benzylic C-H and C-C bonds, whereas metalation of the arene ring is not observed. © 2011 American Chemical Society.

Item Type: Article
Faculty \ School: Faculty of Science > School of Chemistry
University of East Anglia > Faculty of Science > Research Groups > Synthetic Chemistry
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Faculty of Science
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Depositing User: Deborah Clemitshaw
Date Deposited: 13 Mar 2012 14:20
Last Modified: 25 Jul 2018 04:03
URI: https://ueaeprints.uea.ac.uk/id/eprint/38174
DOI: 10.1021/om201035v

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