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Literature DB >> 23169762

Gold(III)- versus gold(I)-induced cyclization: synthesis of six-membered mesoionic carbene and acyclic (aryl)(heteroaryl) carbene complexes.

Gaël Ung¹, Michele Soleilhavoup, Guy Bertrand.

Abstract

The golden state: selective 5-exo- and 6-endo-cyclizations of an alkynyl benzothioamide have been achieved. The selectivity is controlled by the oxidation state of the gold precursor (+I or +III), yielding two new types of carbene ligand: an (aryl)(heteroaryl)carbene and a six-membered mesoionic carbene. Mes=2,4,6-trimethylphenyl.

Entities: Chemical Disease Gene

Mesh：

Substances：
carbene
Gold
Methane

Year: 2012 PMID： 23169762 PMCID： PMC3712865 DOI： 10.1002/anie.201207961

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

45 in total

1. Characterization of vinylgold intermediates: gold-mediated cyclization of acetylenic amides.

Authors: Olga A Egorova; Hyewon Seo; Yonghwi Kim; Dohyun Moon; Young Min Rhee; Kyo Han Ahn
Journal: Angew Chem Int Ed Engl Date: 2011-10-05 Impact factor: 15.336

2. Molecular diversity through gold catalysis with alkynes.

Authors: Eloísa Jiménez-Núñez; Antonio M Echavarren
Journal: Chem Commun (Camb) Date: 2006-11-09 Impact factor: 6.222

3. Gold-catalyzed organic reactions.

Authors: A Stephen K Hashmi
Journal: Chem Rev Date: 2007-06-20 Impact factor: 60.622

4. Room temperature Au(I)-catalyzed exo-selective cycloisomerization of acetylenic acids: an entry to functionalized gamma-lactones.

Authors: Emilie Genin; Patrick Yves Toullec; Sylvain Antoniotti; Célia Brancour; Jean-Pierre Genêt; Véronique Michelet
Journal: J Am Chem Soc Date: 2006-03-15 Impact factor: 15.419

5. Beyond conventional N-heterocyclic carbenes: abnormal, remote, and other classes of NHC ligands with reduced heteroatom stabilization.

Authors: Oliver Schuster; Liangru Yang; Helgard G Raubenheimer; Martin Albrecht
Journal: Chem Rev Date: 2009-08 Impact factor: 60.622

Review 6. 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

7. Synthesis of fused carbocycles via a selective 6-endo dig gold(I)-catalyzed carbocyclization.

Authors: Francis Barabé; Patrick Levesque; Ilia Korobkov; Louis Barriault
Journal: Org Lett Date: 2011-09-15 Impact factor: 6.005

8. C4-bound imidazolylidenes: from curiosities to high-impact carbene ligands.

Authors: Martin Albrecht
Journal: Chem Commun (Camb) Date: 2008-07-08 Impact factor: 6.222

9. Copper, silver, and gold complexes in hydrosilylation reactions.

Authors: Silvia Díez-González; Steven P Nolan
Journal: Acc Chem Res Date: 2008-02 Impact factor: 22.384

10. Synthesis and structural characterization of stable organogold(I) compounds. Evidence for the mechanism of gold-catalyzed cyclizations.

Authors: Le-Ping Liu; Bo Xu; Mark S Mashuta; Gerald B Hammond
Journal: J Am Chem Soc Date: 2008-12-31 Impact factor: 15.419

4 in total

1. Synthesis of Bisheteroarylalkanes by Heteroarylboration: Development and Application of a Pyridylidene-Copper Complex.

Authors: Yuan Huang; M Kevin Brown
Journal: Angew Chem Int Ed Engl Date: 2019-03-27 Impact factor: 15.336