Gold and Organocatalysis Combined

Hashmi, A. Stephen K.; Hubbert, Christoph

doi:10.1002/anie.200906609

Cited by 234 publications

(143 citation statements)

References 51 publications

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“…Nanostructures made of metals have attracted much interest because of their wide applications in many areas, such as in catalysis, [1][2][3][4] sensing, [5][6][7][8] data storage, [ 9 ] optoelectronics, [ 10 ] and biological related regions. [ 11 ] When the metallic nanostructures are arranged in an ordered array, some of their performances will be improved drastically.…”

Section: Introductionmentioning

confidence: 99%

Template‐Confined Dewetting Process to Surface Nanopatterns: Fabrication, Structural Tunability, and Structure‐Related Properties

Yang

Xing

Ostendorp

et al. 2011

Adv Funct Materials

126

124

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Metallic surface nanopatterns are prepared by a template-confi ned dewetting process with multiple structural controllabilities. The morphology of the building blocks is homogeneous throughout the surface nanopatterns, as the dewetting process proceeds separately in each bowl. The features of the building units in the surface patterns are highly dependent on the annealing temperature. Importantly, the size and composition of the nanoparticles in the surface nanopatterns can be pre-calculated and designed by manipulating the thickness of the evaporated metallic fi lms. The heating temperature and composition of the building units infl uence the surface-enhanced Raman scattering (SERS) and plasmonic properties, thus tuning the localized surface plasmon resonance peaks over a broad range (from visible to near infrared). The introduction of silver in the gold surface nanopatterns enhances the SERS performance dramatically. This work not only provides a powerful route to fabricate surface nanopatterns, but also supplies a platform to study the mechanism of the complicated dewetting processes of metals.

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Section: Introductionmentioning

confidence: 99%

Template‐Confined Dewetting Process to Surface Nanopatterns: Fabrication, Structural Tunability, and Structure‐Related Properties

Yang

Xing

Ostendorp

et al. 2011

Adv Funct Materials

126

124

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“…[1][2][3] Different solid-supported and homogeneous gold catalysts have been reported, and although the latter allows a fine tuning of the electronic/steric properties of the metal through ligand interactions, the former is preferred by economical, practical, and environmental reasons. [4][5][6][7] The electronic nature of gold nanoparticles as a function of size, shape, and interaction with the support has been studied for particular reactions and some structure-activity relationships (SARs) have been made 8-10 though a complete switch of reactivity for a single molecule by fine-tuning the catalytic activity of the nanoparticle is rarely presented.…”

Section: Introductionmentioning

confidence: 99%

Reactivity of Electron-Deficient Alkynes on Gold Nanoparticles

et al. 2013

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ABSTRACT. Propiolates cyclotrimerize in the presence of catalytic amounts of gold nanoparticles to give aryl benzoates in high yields and with turnover frequencies of thousands per hour. Other types of alkynes rather than propiolates do not react and, if molecular oxygen is present and dissociated by the gold nanoparticles, electron-rich arenes engage with the propiolate to form a new C-C bond. The activation of propiolates and electron-rich arenes to form C-C bonds, beyond gold-catalyzed Michael additions, constitutes a new example of how and where gold nanoparticles modify the electronic density of unsaturated C-C bonds and opens the door to future transformations.2

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“…Most gold-catalyzed mechanisms are proposed based on little evidence other than a loose analogy to other transition metal catalyzed processes. 2 Characterization of catalytic intermediates has been difficult due to either fast reactions or complicated reaction mixtures. Well characterized intermediates to date are often stabilized resting states with bulky ligands, which may or may not be catalytically relevant.…”

Section: Introductionmentioning

confidence: 99%

“…Well characterized intermediates to date are often stabilized resting states with bulky ligands, which may or may not be catalytically relevant. 2 In addition, the mechanism of homogeneous gold catalysis and the nature of the true catalytic species are often further complicated by the easy interconversion between Au(I) and Au(III) species under reaction conditions. Theoretical studies to delineate this problem have so far proven inconclusive.…”

Section: Introductionmentioning

confidence: 99%

Deconvolution of the Mechanism of Homogeneous Gold-Catalyzed Reactions

et al. 2012

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The role of chiral counterions in gold-catalyzed asymmetric intramolecular hydroamination/hydroalkoxylation reactions of allenes and the oxidation state of the gold catalyst in the benzannulation of 2-carbonylphenylalkynes have been investigated using XAFS at the L3 edge of gold. Fitting of experimental data indicated a bond between cationic gold and a BINOL-phosphate anion in solution. 31 P NMR confirmed that this phosphate group is likely not to be labile and may stay bonded to the gold catalyst during the catalytic cycle. In the benzannulation reaction, XAFS analysis suggested the majority of gold species obtained from reacting starting material with AuCl 3 to be Au(III) complexes. NMR and mass spectrometry characterization led to the previously unobserved intermediate 10. gem-Diaurate complexes, which have been previously proposed as possible intermediates, were not detected.

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Gold and Organocatalysis Combined

Cited by 234 publications

References 51 publications

Template‐Confined Dewetting Process to Surface Nanopatterns: Fabrication, Structural Tunability, and Structure‐Related Properties

Template‐Confined Dewetting Process to Surface Nanopatterns: Fabrication, Structural Tunability, and Structure‐Related Properties

Reactivity of Electron-Deficient Alkynes on Gold Nanoparticles

Deconvolution of the Mechanism of Homogeneous Gold-Catalyzed Reactions

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