Literature DB >> 19368391

Syntheses, X-ray crystal structures, and solution behavior of monomeric, cationic, two-coordinate gold(I) pi-alkene complexes.

Timothy J Brown1, Marina G Dickens, Ross A Widenhoefer.   

Abstract

Treatment of a suspension of (IPr)AuCl [IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidine] and AgSbF(6) (1:1) with isobutylene at room temperature for 12 h led to isolation of [(NHC)Au(eta(2)-H(2)C=CMe(2))](+) SbF(6)(-) (1a) in 98% yield, which was characterized by spectroscopy and X-ray crystallography. A number of cationic gold pi-n class="Chemical">alkene complexes were isolated employing a procedure similar to that used to isolate 1a, two of which were analyzed by X-ray crystallography. Spectroscopy, X-ray crystallography, and alkene binding studies were in accord with a gold-(pi-alkene) interaction dominated by sigma-donation from the alkene to gold.

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Year:  2009        PMID: 19368391      PMCID: PMC2745538          DOI: 10.1021/ja9015827

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  13 in total

1.  Reversible C-F bond formation and the Au-catalyzed hydrofluorination of alkynes.

Authors:  Jennifer A Akana; Koyel X Bhattacharyya; Peter Müller; Joseph P Sadighi
Journal:  J Am Chem Soc       Date:  2007-06-05       Impact factor: 15.419

2.  Thermally stable gold(I) ethylene adducts: [(HB{3,5-(CF(3))(2)Pz}(3))Au(CH(2)=CH(2))] and [(HB{3-(CF(3)),5-(Ph)Pz}(3))Au(CH(2)=CH(2))].

Authors:  H V Rasika Dias; Jiang Wu
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

Review 3.  Gold-catalyzed organic transformations.

Authors:  Zigang Li; Chad Brouwer; Chuan He
Journal:  Chem Rev       Date:  2008-07-10       Impact factor: 60.622

Review 4.  Gold-catalyzed cycloisomerizations of enynes: a mechanistic perspective.

Authors:  Eloísa Jiménez-Núñez; Antonio M Echavarren
Journal:  Chem Rev       Date:  2008-07-18       Impact factor: 60.622

5.  Thermodynamic data for olefin and acetylene complexes of transition metals.

Authors:  F R Hartley
Journal:  Chem Rev       Date:  1973-04       Impact factor: 60.622

6.  Recent developments in enantioselective gold(I) catalysis.

Authors:  Ross A Widenhoefer
Journal:  Chemistry       Date:  2008       Impact factor: 5.236

7.  Gold(I) ethylene and copper(I) ethylene complexes supported by a polyhalogenated triazapentadienyl ligand.

Authors:  Jaime A Flores; H V Rasika Dias
Journal:  Inorg Chem       Date:  2008-04-23       Impact factor: 5.165

8.  Allene formation by gold catalyzed cross-coupling of masked carbenes and vinylidenes.

Authors:  Vincent Lavallo; Guido D Frey; Shazia Kousar; Bruno Donnadieu; Guy Bertrand
Journal:  Proc Natl Acad Sci U S A       Date:  2007-08-13       Impact factor: 11.205

Review 9.  Ligand effects in homogeneous Au catalysis.

Authors:  David J Gorin; Benjamin D Sherry; F Dean Toste
Journal:  Chem Rev       Date:  2008-07-25       Impact factor: 60.622

10.  Synthesis and characterization of the gold(I) tris(ethylene) complex [Au(C2H4)3][SbF6].

Authors:  H V Rasika Dias; Mauro Fianchini; Thomas R Cundari; Charles F Campana
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

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  22 in total

1.  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

2.  Alkylgold complexes by the intramolecular aminoauration of unactivated alkenes.

Authors:  Rebecca L Lalonde; William E Brenzovich; Diego Benitez; Ekaterina Tkatchouk; Kotaro Kelley; William A Goddard; F Dean Toste
Journal:  Chem Sci       Date:  2010-08-01       Impact factor: 9.825

3.  Gold(I)-Catalyzed Intramolecular Hydroamination of N-Allylic,N'-Aryl Ureas to form Imidazolidin-2-ones.

Authors:  Hao Li; Feijie Song; Ross A Widenhoefer
Journal:  Adv Synth Catal       Date:  2011-04-18       Impact factor: 5.837

4.  Mechanistic study of gold(I)-catalyzed intermolecular hydroamination of allenes.

Authors:  Z Jane Wang; Diego Benitez; Ekaterina Tkatchouk; William A Goddard; F Dean Toste
Journal:  J Am Chem Soc       Date:  2010-09-22       Impact factor: 15.419

5.  Gold(I)-catalyzed amination of allylic alcohols with cyclic ureas and related nucleophiles.

Authors:  Paramita Mukherjee; Ross A Widenhoefer
Journal:  Org Lett       Date:  2010-03-19       Impact factor: 6.005

6.  Gold(I)-catalyzed intramolecular amination of allylic alcohols with alkylamines.

Authors:  Paramita Mukherjee; Ross A Widenhoefer
Journal:  Org Lett       Date:  2011-02-11       Impact factor: 6.005

7.  Regio- and stereoselective synthesis of fluoroalkenes by directed Au(I) catalysis.

Authors:  Benjamin C Gorske; Curren T Mbofana; Scott J Miller
Journal:  Org Lett       Date:  2009-10-01       Impact factor: 6.005

8.  On the impact of steric and electronic properties of ligands on gold(I)-catalyzed cycloaddition reactions.

Authors:  Diego Benitez; Ekaterina Tkatchouk; Ana Z Gonzalez; William A Goddard; F Dean Toste
Journal:  Org Lett       Date:  2009-11-05       Impact factor: 6.005

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

Authors:  Dieter Weber; Michel R Gagné
Journal:  Chem Sci       Date:  2013       Impact factor: 9.825

10.  Synthesis and equilibrium binding studies of cationic, two-coordinate gold(I) π-alkyne complexes.

Authors:  Timothy J Brown; Ross A Widenhoefer
Journal:  J Organomet Chem       Date:  2011-03-15       Impact factor: 2.369

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