Literature DB >> 25727203

Oxidative addition of carbon-carbon bonds to gold.

Maximilian Joost1, Laura Estévez, Karinne Miqueu, Abderrahmane Amgoune, Didier Bourissou.   

Abstract

The oxidative addition of strained CC bonds (biphenylene, benzocyclobutenone) to DPCb (diphosphino-carborane) gold(I) complexes is reported. The resulting cationic organogold(III) complexes have been isolated and fully characterized. Experimental conditions can be adjusted to obtain selectively acyl gold(III) complexes resulting from oxidative addition of either the C(aryl)C(O) or C(alkyl)C(O) bond of benzocyclobutenone. DFT calculations provide mechanistic insight into this unprecedented transformation.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CC bond activation; gold chemistry; oxidative addition; reductive elimination; selectivity

Year:  2015        PMID： 25727203     DOI： 10.1002/anie.201500458

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


  15 in total

1.  Well-Defined Chiral Gold(III) Complex Catalyzed Direct Enantioconvergent Kinetic Resolution of 1,5-Enynes.

Authors:  Patrick T Bohan; F Dean Toste
Journal:  J Am Chem Soc       Date:  2017-08-03       Impact factor: 15.419

2.  Homogeneous Gold Redox Chemistry: Organometallics, Catalysis, and Beyond.

Authors:  Banruo Huang; Mingyou Hu; F Dean Toste
Journal:  Trends Chem       Date:  2020-06-02

3.  Computational Study of Rh-Catalyzed Carboacylation of Olefins: Ligand-Promoted Rhodacycle Isomerization Enables Regioselective C-C Bond Functionalization of Benzocyclobutenones.

Authors:  Gang Lu; Cheng Fang; Tao Xu; Guangbin Dong; Peng Liu
Journal:  J Am Chem Soc       Date:  2015-06-19       Impact factor: 15.419

4.  Versatility and adaptative behaviour of the P^N chelating ligand MeDalphos within gold(i) π complexes.

Authors:  Miquel Navarro; Alberto Toledo; Sonia Mallet-Ladeira; E Daiann Sosa Carrizo; Karinne Miqueu; Didier Bourissou
Journal:  Chem Sci       Date:  2020-02-04       Impact factor: 9.825

5.  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

6.  Expansion of the (BB) 〉metallacycle with coinage metal cations: formation of B-M-Ru-B (M = Cu, Ag, Au) dimetalacyclodiboryls.

Authors:  Bennett J Eleazer; Mark D Smith; Alexey A Popov; Dmitry V Peryshkov
Journal:  Chem Sci       Date:  2018-02-05       Impact factor: 9.825

7.  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

8.  Controlled Interconversion of a Dinuclear Au Species Supported by a Redox-Active Bridging PNP Ligand Facilitates Ligand-to-Gold Electron Transfer.

Authors:  Vincent Vreeken; Maxime A Siegler; Jarl Ivar van der Vlugt
Journal:  Chemistry       Date:  2017-04-03       Impact factor: 5.236

9.  Strategies for remote enantiocontrol in chiral gold(iii) complexes applied to catalytic enantioselective γ,δ-Diels-Alder reactions.

Authors:  Jolene P Reid; Mingyou Hu; Susumu Ito; Banruo Huang; Cynthia M Hong; Hengye Xiang; Matthew S Sigman; F Dean Toste
Journal:  Chem Sci       Date:  2020-03-19       Impact factor: 9.825

10.  Dual gold/photoredox-catalyzed C(sp)-H arylation of terminal alkynes with diazonium salts.

Authors:  Adrian Tlahuext-Aca; Matthew N Hopkinson; Basudev Sahoo; Frank Glorius
Journal:  Chem Sci       Date:  2015-10-08       Impact factor: 9.825
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