Reactions of Gold(<scp>III</scp>) Oxo Complexes with Cyclic Alkenes

Cinellu, Maria Agostina; Minghetti, Giovanni; Cocco, Fabio; Stoccoro, Sergio; Zucca, Antonio; Manassero, Mario

doi:10.1002/anie.200501754

Cited by 129 publications

(79 citation statements)

References 54 publications

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“…153 Although stoichiometric, this work foreshadowed the utility of nitrogen donor ligands for catalytic homogeneous oxidation, and suggested that alkene oxidation might be possible.…”

Section: Oxidation Reactionsmentioning

confidence: 96%

Ligand Effects in Homogeneous Au Catalysis

2008

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F. Dean Toste received his B.Sc. and M.Sc. degrees in chemistry from the University of Toronto where he worked with Prof. Ian W. J. Still. In 1995, he began his doctoral studies at Stanford University under the direction of Professor Barry M. Trost. Following postdoctoral studies with Professor Robert H. Grubbs at Caltech, he joined the faculty at the University of California, Berkeley, in 2002, and was promoted to Associate Professor in 2006. Current research in his group is aimed towards the design of catalysts and catalytic reactions and the application of these methods to chemical synthesis.

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“…153 Although stoichiometric, this work foreshadowed the utility of nitrogen donor ligands for catalytic homogeneous oxidation, and suggested that alkene oxidation might be possible.…”

Section: Oxidation Reactionsmentioning

confidence: 96%

Ligand Effects in Homogeneous Au Catalysis

2008

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“…The mechanism of C H bond activation of alkanes thus follows a two-state scenario [130,[132][133][134][135][136][137]. Analogous dimeric gold species [(phen) 2 Au 2 O 2 ] 2+ have been shown to mediate oxidation of olefins in the condensed phase [138], and we have initiated a mass-spectrometric investigation of these compounds which can be transferred as intact dications into the gas phase using electrospray ionization of their hexafluorophosphates.…”

Section: Lmx + Cations With M = Cu and Aumentioning

confidence: 99%

Theory meets experiment: Gas-phase chemistry of coinage metals

Roithová

Schröder

2009

Coordination Chemistry Reviews

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“…A number of computational studies modelling oxidation reactions envisage the formation and interconversion of species with Au-O-O-Au, Au-OOH and Au-O-Au linkages [16][17][18] . To-date, there is, however, very little precise information available on the structures and bonding of such species; and although a number of gold oxo and hydroxo complexes have been reported 5 0 -bipyridyl and bipy a substituted 2,2 0 -bipyridyl [23][24][25][26][27][28][29][30][31], to the best of our knowledge isolable peroxo, hydroperoxo and alkylperoxo complexes of gold (in any oxidation state) were unknown.…”

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confidence: 99%

Gold peroxide complexes and the conversion of hydroperoxides into gold hydrides by successive oxygen-transfer reactions

et al. 2013

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Gold catalysts are widely studied in chemical and electrochemical oxidation processes. Computational modelling has suggested the participation of Au-OO-Au, Au-OOH or Au-OH surface species, attached to gold in various oxidation states. However, no structural information was available as isolable gold peroxo and hydroperoxo compounds were unknown. Here we report the syntheses, structures and reactions of a series of gold(III) peroxides, hydroperoxides and alkylperoxides. The Au-O bond energy in peroxides is weaker than in oxides and hydroxides; however, the Au-OH bond is also weaker than Au-H. Consequently Au-OH compounds are capable of oxygen-transfer generating gold hydrides, a key reaction in a water splitting cycle and an example that gold can react in a way that other metals cannot. For the first time it has become possible to establish a direct connection from peroxides to hydrides: Au-OO-Au-Au-OOH-Au-OH-Au-H, via successive oxygen-transfer events.

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Reactions of Gold(III) Oxo Complexes with Cyclic Alkenes

Abstract: An auraoxetane, obtained from the reaction of norbornene with a gold(III) oxo complex, has been isolated and fully characterized (see structure). Action of the olefin leads to elimination of the epoxide from the auraoxetane.

Cited by 129 publications

References 54 publications

Ligand Effects in Homogeneous Au Catalysis

Ligand Effects in Homogeneous Au Catalysis

Theory meets experiment: Gas-phase chemistry of coinage metals

Gold peroxide complexes and the conversion of hydroperoxides into gold hydrides by successive oxygen-transfer reactions

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