Cationic Gold(I) Complexes: Highly Efficient Catalysts for the Addition of Alcohols to Alkynes

Teles, J. Henrique; Brode, Stefan; Chabanas, Mathieu

doi:10.1002/(sici)1521-3773(19980605)37:10<1415::aid-anie1415>3.3.co;2-e

Cited by 197 publications

(304 citation statements)

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“…After the pioneering works of Hutchings [1] and Haruta et al [2], the high activity of gold catalysts has demonstrated that gold can be the catalyst of choice for an important number of chemical reactions such as selective oxidations and hydrogenations of organic substrates [2][3][4][5][6], water-gas shift reaction [7][8][9], acetylene hydrochlorination [10,11], direct synthesis of hydrogen peroxide [12], reduction of NO to N 2 [13,14] and the addition of nucleophiles to acetylenes [15], among others [16,17]. Although gold has been sometimes alloyed with other metals such as Pd, Cu and Ag, in most cases, gold alone exhibits high and exceptional catalytic activity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Gold Catalysts Supported on Mesoporous Silica Materials: Recent Developments

2011

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Mesoporous silica materials (MSM) with ordered and controllable porous structure, high surface area, pore volume and thermal stability are very suitable catalyst supports, because they provide high dispersion of metal nanoparticles and facilitate the access of the substrates to the active sites. Since the conventional wet-impregnation and deposition-precipitation methods are not appropriate for the incorporation of gold nanoparticles (AuNPs) into MSM, considerable efforts have been made to develop suitable methods to synthesize Au/MSM catalysts, because the incorporation of AuNPs into the channel system can prevent their agglomeration and leaching. In this review, we summarize the main methods to synthesize active gold catalysts supported on MSM. Examples and details of the preparative methods, as well as selected applications are provided. We expect this article to be interesting to researchers due to the wide variety of chemical reactions that can be catalyzed by gold supported catalysts.

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Section: Introductionmentioning

confidence: 99%

Synthesis of Gold Catalysts Supported on Mesoporous Silica Materials: Recent Developments

2011

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“…1), which is known for more than fifteen years now, [17,18] and is part of the standard toolkit of organic synthesis [19][20][21][22] which makes it appealing for consideration in a theoretical study (see computational section). Firstly, the high yield under mild conditions indicates a clear thermodynamical preference for the products which enables a discussion solely on the basis of the energy differences on the potential energy hypersurface.…”

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confidence: 99%

Homogeneous Gold Catalysis: Mechanism and Relativistic Effects of the Addition of Water to Propyne

et al. 2010

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Homogeneous catalysis employing gold compounds is a rapidly developing field. Au(III) catalysts in particular are interesting, since they exhibit catalytic properties unseen in other metals. In this study we report for the first time the complete mechanism of the nucleophilic addition of water to triple bonds that have not specifically been activated. The effect that the coordination of solvent molecules has on the course of the catalytic cycle is demonstrated, and the importance of hydrogen bonds to guide the substrate through the mechanism is highlighted. The influence of relativistic effects, which are particularly important for very heavy metals such as gold, is investigated, and it is concluded that the catalytic activity of gold could be seen as a relativistic effect.

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“…100 There are alternative ways to generate cationic gold. 101 For example, Teles and others 11,102 reported the protonolysis of Ph3PAu-CH3, which they used in the hydration and amination of alkynes with good turnover numbers (Scheme 18a). Nolan and coworkers reported a Brønsted acid activation of NHC-Au-OH that generated cationic [NHC-Au] + or [Au-O-Au] + species (Scheme 18b).…”

Section: Introductionmentioning

confidence: 99%

“…First of all, gold precatalysts like L-Au-CH3 and L-Au-OH have only been synthesized successfully for a limited set of ligands. 102,[107][108][109][110] This limitation is a constraint in gold catalysis because different gold-catalyzed reactions usually require different ligands for optimal efficiency. 67 Second, for each of the activation methods reported, only a limited set of gold-catalyzed reactions has been tested.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of N-heterocycles through cyclization-triggered tandem additions to alkynes and the study of promoters in ionic reactions.

Han¹

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Cationic Gold(I) Complexes: Highly Efficient Catalysts for the Addition of Alcohols to Alkynes

Cited by 197 publications

References 0 publications

Synthesis of Gold Catalysts Supported on Mesoporous Silica Materials: Recent Developments

Synthesis of Gold Catalysts Supported on Mesoporous Silica Materials: Recent Developments

Homogeneous Gold Catalysis: Mechanism and Relativistic Effects of the Addition of Water to Propyne

Synthesis of N-heterocycles through cyclization-triggered tandem additions to alkynes and the study of promoters in ionic reactions.

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