Literature DB >> 25510651

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

Janina Bucher1, Tim Stößer, Matthias Rudolph, Frank Rominger, A Stephen K Hashmi.   

Abstract

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.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CO extrusion; diynes; gold acyl; gold catalysis; gold vinylidenes

Year:  2014        PMID: 25510651     DOI: 10.1002/anie.201409859

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  3 in total

1.  Ruthenium(0) Catalyzed Endiyne-α-Ketol [4 + 2] Cycloaddition: Convergent Assembly of Type II Polyketide Substructures via C-C Bond Forming Transfer Hydrogenation.

Authors:  Aakarsh Saxena; Felix Perez; Michael J Krische
Journal:  J Am Chem Soc       Date:  2015-05-04       Impact factor: 15.419

2.  Decarbonylative Pd-Catalyzed Suzuki Cross-Coupling for the Synthesis of Structurally Diverse Heterobiaryls.

Authors:  Alejandro Cervantes-Reyes; Aaron C Smith; Gary M Chinigo; David C Blakemore; Michal Szostak
Journal:  Org Lett       Date:  2022-02-24       Impact factor: 6.072

3.  An element through the looking glass: exploring the Au-C, Au-H and Au-O energy landscape.

Authors:  Dragoş-Adrian Roşca; Joseph A Wright; Manfred Bochmann
Journal:  Dalton Trans       Date:  2015-11-20       Impact factor: 4.390

  3 in total

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