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CO extrusion in homogeneous gold catalysis: reactivity of gold acyl species generated through water addition to gold vinylidenes

Herein, we describe a new gold-catalyzed decarbonylative indene synthesis. Synergistic σ,π-activation of diyne substrates leads to gold vinylidene intermediates, which upon addition of water are transformed into gold acyl species, a type of organogold compound hitherto only scarcely reported. The la...

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Bibliographic Details
Main Authors: Bucher, Janina (Author) , Stößer, Tim (Author) , Rudolph, Matthias (Author) , Rominger, Frank (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: December 15, 2014
In: Angewandte Chemie. International edition
Year: 2015, Volume: 54, Issue: 5, Pages: 1666-1670
ISSN:1521-3773
DOI:10.1002/anie.201409859
Online Access:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1002/anie.201409859
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201409859
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Author Notes:Janina Bucher, Tim Stößer, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi
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Summary:Herein, we describe a new gold-catalyzed decarbonylative indene synthesis. Synergistic σ,π-activation of diyne substrates leads to gold vinylidene intermediates, which upon addition of water are transformed into gold acyl species, a type of organogold compound hitherto only scarcely reported. The latter are shown to undergo extrusion of CO, an elementary step completely unknown for homogeneous gold catalysis. By tuning the electronic and steric properties of the starting diyne systems, this new reactivity could be exploited for the synthesis of indene derivatives in high yields.
Item Description:Gesehen am 13.10.2020
Physical Description:Online Resource
ISSN:1521-3773
DOI:10.1002/anie.201409859

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