Literature DB >> 23914295

σ-π-Diauration as an alternative binding mode for digold intermediates in gold(i) catalysis.

Dieter Weber1, Michel R Gagné.   

Abstract

While investigating the gold(i)-catalyzed intramolecular hydroarylation of allenes, the structure of a digoldvinyl intermediate was verified. Instead of the previously proposed geminally diaurated binding mode for the digold when L = PPh3, an alternative σ-π-diauration mode was observed with the bulkier ligand L = P(o-Tol)3. Reactivity studies indicate the σ-π-mode has a disproportionate effect on protonolysis reactivity.

Entities:  

Year:  2013        PMID: 23914295      PMCID: PMC3729438          DOI: 10.1039/C2SC21281A

Source DB:  PubMed          Journal:  Chem Sci        ISSN: 2041-6520            Impact factor:   9.825


  32 in total

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Authors:  Günter Seidel; Christian W Lehmann; Alois Fürstner
Journal:  Angew Chem Int Ed Engl       Date:  2010-11-02       Impact factor: 15.336

2.  Gold-mediated C-H bond functionalisation.

Authors:  Tanya C Boorman; Igor Larrosa
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3.  Gold-catalyzed organic reactions.

Authors:  A Stephen K Hashmi
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Review 4.  Gold and platinum catalysis--a convenient tool for generating molecular complexity.

Authors:  Alois Fürstner
Journal:  Chem Soc Rev       Date:  2009-07-22       Impact factor: 54.564

5.  Mechanistic surprises in the gold(I)-catalyzed intramolecular hydroarylation of allenes.

Authors:  Dieter Weber; Michael A Tarselli; Michel R Gagné
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

6.  Heterocycles from gold catalysis.

Authors:  Matthias Rudolph; A Stephen K Hashmi
Journal:  Chem Commun (Camb)       Date:  2011-03-31       Impact factor: 6.222

7.  Mechanistic analysis of gold(I)-catalyzed intramolecular allene hydroalkoxylation reveals an off-cycle bis(gold) vinyl species and reversible C-O bond formation.

Authors:  Timothy J Brown; Dieter Weber; Michel R Gagné; Ross A Widenhoefer
Journal:  J Am Chem Soc       Date:  2012-05-29       Impact factor: 15.419

8.  Phosphine gold(I) bis-(trifluoromethanesulfonyl)imidate complexes as new highly efficient and air-stable catalysts for the cycloisomerization of enynes.

Authors:  Nicolas Mézailles; Louis Ricard; Fabien Gagosz
Journal:  Org Lett       Date:  2005-09-15       Impact factor: 6.005

9.  Gold-catalyzed decorations of arenes and heteroarenes with C-C multiple bonds.

Authors:  Marco Bandini
Journal:  Chem Soc Rev       Date:  2010-11-22       Impact factor: 54.564

10.  Dinuclear gold-silver resting states may explain silver effects in gold(I)-catalysis.

Authors:  Dieter Weber; Michel R Gagné
Journal:  Org Lett       Date:  2009-11-05       Impact factor: 6.005

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  5 in total

1.  Direct Evidence for the Origin of Bis-Gold Intermediates: Probing Gold Catalysis with Mass Spectrometry.

Authors:  Mei Lu; Yijin Su; Pengyi Zhao; Xiaohan Ye; Yi Cai; Xiaodong Shi; Eric Masson; Fengyao Li; J Larry Campbell; Hao Chen
Journal:  Chemistry       Date:  2018-01-17       Impact factor: 5.236

2.  Gold(i)-catalyzed addition of aldehydes to cyclopropylidene bearing 6-aryl-1,5-enynes.

Authors:  Christina A Roselli; Michel R Gagné
Journal:  Org Biomol Chem       Date:  2016-11-29       Impact factor: 3.876

3.  Intriguing mechanistic labyrinths in gold(I) catalysis.

Authors:  Carla Obradors; Antonio M Echavarren
Journal:  Chem Commun (Camb)       Date:  2014-01-04       Impact factor: 6.222

4.  Anatomy of gold catalysts: facts and myths.

Authors:  Beatrice Ranieri; Imma Escofet; Antonio M Echavarren
Journal:  Org Biomol Chem       Date:  2015-06-09       Impact factor: 3.876

5.  Scalable Synthesis of Piperazines Enabled by Visible-Light Irradiation and Aluminum Organometallics.

Authors:  Samuel Suárez-Pantiga; Kilian Colas; Magnus J Johansson; Abraham Mendoza
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-04       Impact factor: 15.336

  5 in total

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