Literature DB >> 27338119

Oxidative Addition to Gold(I) by Photoredox Catalysis: Straightforward Access to Diverse (C,N)-Cyclometalated Gold(III) Complexes.

Adrian Tlahuext-Aca1, Matthew N Hopkinson1, Constantin G Daniliuc1, Frank Glorius2.   

Abstract

Herein, we report the oxidative addition of aryldiazonium salts to ligand-supported gold(I) complexes under visible light photoredox conditions. This method provides experimental evidence for the involvement of such a process in dual gold/photoredox-catalyzed reactions and delivers well-defined (C,N)-cyclometalated gold(III) species. The remarkably mild reaction conditions and the ability to widely vary the ancillary ligand make this method a potentially powerful synthetic tool to access diverse gold(III) complexes for systematic studies into their properties and reactivity. Initial studies show that these species can undergo chloride abstraction to afford Lewis acidic dicationic gold(III) species.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  diazonium salts; gold(III) complexes; oxidative addition; photoredox catalysis

Year:  2016        PMID: 27338119     DOI: 10.1002/chem.201602649

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  12 in total

1.  Mechanism of Photoredox-Initiated C-C and C-N Bond Formation by Arylation of IPrAu(I)-CF3 and IPrAu(I)-Succinimide.

Authors:  Suhong Kim; F Dean Toste
Journal:  J Am Chem Soc       Date:  2019-01-17       Impact factor: 15.419

2.  Gold Redox Catalysis through Base-Initiated Diazonium Decomposition toward Alkene, Alkyne, and Allene Activation.

Authors:  Boliang Dong; Haihui Peng; Stephen E Motika; Xiaodong Shi
Journal:  Chemistry       Date:  2017-07-24       Impact factor: 5.236

3.  Stable Au(I) catalysts for oxidant-free C-H Functionalization with Iodoarenes.

Authors:  R Tyler Mertens; Charles E Greif; James T Coogle; Gilles Berger; Sean Parkin; Mark D Watson; Samuel G Awuah
Journal:  J Catal       Date:  2022-02-28       Impact factor: 7.920

4.  Rational development of catalytic Au(I)/Au(III) arylation involving mild oxidative addition of aryl halides.

Authors:  Abdallah Zeineddine; Laura Estévez; Sonia Mallet-Ladeira; Karinne Miqueu; Abderrahmane Amgoune; Didier Bourissou
Journal:  Nat Commun       Date:  2017-09-18       Impact factor: 14.919

5.  Au(iii)-aryl intermediates in oxidant-free C-N and C-O cross-coupling catalysis.

Authors:  Jordi Serra; Teodor Parella; Xavi Ribas
Journal:  Chem Sci       Date:  2016-09-23       Impact factor: 9.825

6.  Dual gold and photoredox catalysed C-H activation of arenes for aryl-aryl cross couplings.

Authors:  V Gauchot; D R Sutherland; A-L Lee
Journal:  Chem Sci       Date:  2017-01-27       Impact factor: 9.825

7.  Dual gold and photoredox catalysis: visible light-mediated intermolecular atom transfer thiosulfonylation of alkenes.

Authors:  Haoyu Li; Cuicui Shan; Chen-Ho Tung; Zhenghu Xu
Journal:  Chem Sci       Date:  2017-01-04       Impact factor: 9.825

8.  Formation of Gold(III) Alkyls from Gold Alkoxide Complexes.

Authors:  Isabelle Chambrier; Dragoş-Adrian Roşca; Julio Fernandez-Cestau; David L Hughes; Peter H M Budzelaar; Manfred Bochmann
Journal:  Organometallics       Date:  2017-03-27       Impact factor: 3.876

9.  Modular and Selective Arylation of Aryl Germanes (C-GeEt3 ) over C-Bpin, C-SiR3 and Halogens Enabled by Light-Activated Gold Catalysis.

Authors:  Grant J Sherborne; Avetik G Gevondian; Ignacio Funes-Ardoiz; Amit Dahiya; Christoph Fricke; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-12       Impact factor: 15.336

10.  Catalytic Au(i)/Au(iii) arylation with the hemilabile MeDalphos ligand: unusual selectivity for electron-rich iodoarenes and efficient application to indoles.

Authors:  Jessica Rodriguez; Abdallah Zeineddine; E Daiann Sosa Carrizo; Karinne Miqueu; Nathalie Saffon-Merceron; Abderrahmane Amgoune; Didier Bourissou
Journal:  Chem Sci       Date:  2019-06-18       Impact factor: 9.825

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