Sonogashira cross-coupling on the Au(1 1 1) and Au(1 0 0) facets of gold nanorod catalysts: Experimental and computational investigation

Gold‐Catalyzed Cross‐Coupling Reactions: An Overview of Design Strategies, Mechanistic Studies, and Applications

“…X-ray photoelectron spectroscopy (XPS) and near-edge X-ray absorption fine structure (NEXAFS) studies showedt hat both reactants adsorbed flat over the Au(111)s urface and the CÀCc oupling reactions occur on the surface at the boundary of islands of both reactants. [381] Av ery recent experimental study Schnadt et al found that both chlorobenzenea nd iodobenzene underwent Sonogashira coupling with phenylacetyleneo ver Au(111)s urfaces. [378,379] Further experimental mechanistic studies confirmed the highera ctivity was observed for the clean Au(111)s urface, which replicates the reactivity found for large quasi Au nanoparticles.…”

Phosphine/phenylacetylide-ligated Au clusters for multicomponent coupling reactions

“…We also note that electron-donating and -withdrawing groups, respectively, decrease and increase the reactivity of aryl aldehydes. It is worth mentioning that no catalytic reaction occurs when ketones (e.g., acetone and acetophenone, Table 2, entries [11][12][13][14] are used, in contrast with the conventional (naked) gold nanoparticles and complex catalysts [6,7]. Further, the ketones were tested in a nonpolar solvent (toluene), and no appreciable activity was found for the tests.…”

“…The mechanism of the A 3 -coupling reaction is poorly understood and is subject to continuing interest from many research groups worldwide. A tentative mechanism for the reaction includes activation of the "CAH bond of terminal alkynes (RC"CAH) on metal catalysts (M) [12][13][14]. The activated acetylide (RC"CA) can later react with an iminium ion (R 2 C@NR 2 + ) to form propargylamine.…”

One‐Step Pyrolysis Preparation of 1.1.1 Oriented Gold Nanoplatelets Supported on Graphene and Six Orders of Magnitude Enhancement of the Resulting Catalytic Activity

“…However, according to an existing theory [5,6] control of the crystallographic facet exposed by the NP should be a powerful tool to boost the catalytic activity. Experimental proof of this concept has remained elusive due to the difficulty to prepare MNPs having preferential facet orientation and there are only a few available experimental data supporting the high catalytic activity of morphologically defined Au nanocrystals.…”