Literature DB >> 31844348

Oxidative access via aqua regia to an electrophilic, mesoionic dicobaltoceniumyltriazolylidene gold(III) catalyst.

Stefan Vanicek1, Julia Beerhues2, Tobias Bens2, Volodymyr Levchenko1, Klaus Wurst3, Benno Bildstein3, Mats Tilset1, Biprajit Sarkar2.   

Abstract

A gold(III) complex with the hitherto most electron poor mesoionic carbene ligand is presented. Aqua regia was the oxidizing agent of choice for the synthesis of this unusual organometallic compound. The AuIII complex is redox-rich, and also acts as a catalyst for oxazole formation, delivering selectively a completely different isomer compared to its AuI congener.

Entities:  

Year:  2019        PMID: 31844348      PMCID: PMC6914379          DOI: 10.1021/acs.organomet.9b00616

Source DB:  PubMed          Journal:  Organometallics        ISSN: 0276-7333            Impact factor:   3.876


  19 in total

Review 1.  Gold catalysis in total synthesis - recent achievements.

Authors:  Daniel Pflästerer; A Stephen K Hashmi
Journal:  Chem Soc Rev       Date:  2016-03-07       Impact factor: 54.564

2.  Gold Sulfinyl Mesoionic Carbenes: Synthesis, Structure, and Catalytic Activity.

Authors:  María Frutos; Marta G Avello; Alma Viso; Roberto Fernández de la Pradilla; María C de la Torre; Miguel A Sierra; Heinz Gornitzka; Catherine Hemmert
Journal:  Org Lett       Date:  2016-07-12       Impact factor: 6.005

3.  Gold(I) "click" 1,2,3-triazolylidenes: synthesis, self-assembly and catalysis.

Authors:  Kelly J Kilpin; Ursula S D Paul; Ai-Lan Lee; James D Crowley
Journal:  Chem Commun (Camb)       Date:  2010-08-23       Impact factor: 6.222

4.  Carbene transfer from triazolylidene gold complexes as a potent strategy for inducing high catalytic activity.

Authors:  Daniel Canseco-Gonzalez; Ana Petronilho; Helge Mueller-Bunz; Kohsuke Ohmatsu; Takashi Ooi; Martin Albrecht
Journal:  J Am Chem Soc       Date:  2013-08-21       Impact factor: 15.419

5.  Mesoionic Carbene-Gold(I) Catalyzed Bis-Hydrohydrazination of Alkynes with Parent Hydrazine.

Authors:  Daniel R Tolentino; Liqun Jin; Mohand Melaimi; Guy Bertrand
Journal:  Chem Asian J       Date:  2015-02-05

6.  Phosphonium Formation by Facile Carbon-Phosphorus Reductive Elimination from Gold(III).

Authors:  Hiroyuki Kawai; William J Wolf; Antonio G DiPasquale; Matthew S Winston; F Dean Toste
Journal:  J Am Chem Soc       Date:  2016-01-08       Impact factor: 15.419

7.  Nucleophilic T-Shaped (LXL)Au(I)-Pincer Complexes: Protonation and Alkylation.

Authors:  George Kleinhans; Max M Hansmann; Gregorio Guisado-Barrios; David C Liles; Guy Bertrand; Daniela I Bezuidenhout
Journal:  J Am Chem Soc       Date:  2016-12-02       Impact factor: 15.419

8.  Mesoionic and Related Less Heteroatom-Stabilized N-Heterocyclic Carbene Complexes: Synthesis, Catalysis, and Other Applications.

Authors:  Ángela Vivancos; Candela Segarra; Martin Albrecht
Journal:  Chem Rev       Date:  2018-07-17       Impact factor: 60.622

9.  Dual gold catalysis.

Authors:  A Stephen K Hashmi
Journal:  Acc Chem Res       Date:  2014-02-17       Impact factor: 22.384

10.  Highly Electrophilic, Catalytically Active and Redox-Responsive Cobaltoceniumyl and Ferrocenyl Triazolylidene Coinage Metal Complexes.

Authors:  Stefan Vanicek; Maren Podewitz; Jessica Stubbe; Dennis Schulze; Holger Kopacka; Klaus Wurst; Thomas Müller; Petra Lippmann; Simone Haslinger; Herwig Schottenberger; Klaus R Liedl; Ingo Ott; Biprajit Sarkar; Benno Bildstein
Journal:  Chemistry       Date:  2018-01-17       Impact factor: 5.236

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  1 in total

Review 1.  Chemistry of Compounds Based on 1,2,3-Triazolylidene-Type Mesoionic Carbenes.

Authors:  Ramananda Maity; Biprajit Sarkar
Journal:  JACS Au       Date:  2021-12-15
  1 in total

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