2017
DOI: 10.1002/anie.201610736
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ZnAl‐Hydrotalcite‐Supported Au25Nanoclusters as Precatalysts for Chemoselective Hydrogenation of 3‐Nitrostyrene

Abstract: Chemoselective hydrogenation of 3-nitrostyrene to 3-vinylaniline is quite challenging because of competitive activation of the vinyl group and the nitro group over most supported precious-metal catalysts. A precatalyst comprised of thiolated Au nanoclusters supported on ZnAl-hydrotalcite yielded gold catalysts of a well-controlled size (ca. 2.0 nm)-even after calcination at 500 °C. The catalyst showed excellent selectivity (>98 %) with respect to 3-vinylaniline, and complete conversion of 3-nitrostyrene over b… Show more

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Cited by 146 publications
(154 citation statements)
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“…Specially, preferential attack of the C=C group gives 3nitroethylbenzene, while the hydrogenation of both C=C and NO 2 groups yields 3-ethylbenzenamine. [19] Notably, the produced 3-aminostyrene from the selective reduction of NO 2 group was lower than detection limit for all catalysts. When a blank reaction without catalyst was carried out, all products were below the detection limit (Table S2) The introduction of Rh atoms into Pd nanocubes dramatically increased the selectivity for 3-nitroethylbenzene.…”
Section: Rh Doping In Pd Nanocubes Optimizes the Adsorption Of 3-nitrmentioning
confidence: 88%
See 1 more Smart Citation
“…Specially, preferential attack of the C=C group gives 3nitroethylbenzene, while the hydrogenation of both C=C and NO 2 groups yields 3-ethylbenzenamine. [19] Notably, the produced 3-aminostyrene from the selective reduction of NO 2 group was lower than detection limit for all catalysts. When a blank reaction without catalyst was carried out, all products were below the detection limit (Table S2) The introduction of Rh atoms into Pd nanocubes dramatically increased the selectivity for 3-nitroethylbenzene.…”
Section: Rh Doping In Pd Nanocubes Optimizes the Adsorption Of 3-nitrmentioning
confidence: 88%
“…In a model reaction, the reaction was conducted in 0.5 mmol of 3‐nitrostyrene dissolved in ethanol solvent over 0.1 mg of catalyst under 1 atm of H 2 at 25 °C for 4 h. Figure a showed the schematic diagram for hydrogenation of 3‐nitrostyrene. Specially, preferential attack of the C=C group gives 3‐nitroethylbenzene, while the hydrogenation of both C=C and NO 2 groups yields 3‐ethylbenzenamine . Notably, the produced 3‐aminostyrene from the selective reduction of NO 2 group was lower than detection limit for all catalysts.…”
Section: Figurementioning
confidence: 99%
“…To this end, it is desirable to separate these factors. In this work, the atomically precise Au 25 NCs were synthesized by the NaOH-mediated NaBH 4 reduction method according to our previous work [37,38]. Thus, the effect of the preparation method or size effect might be ignored in some aspects.…”
Section: Characterizations Of Supported Au 25 Nanoclustersmentioning
confidence: 99%
“…Based on the previous study [15], the calcination temperature of 300 • C might not be enough to transform the hydrotalcite into the complete magnesium oxides, while, at this temperature, the MgAl-hydrotalcite supported gold catalysts could display good performances in different reactions [15,38]. In addition, the gold catalysts calcined at the same temperature was imperative for comparison of the different gold catalysts, since the size distribution largely depends on the heat treatment temperature [32,37]. Subsequently, Figure 2d shows the intact phase structure of MgO, which maintained the originate state of the supports.…”
Section: Characterizations Of Supported Au 25 Nanoclustersmentioning
confidence: 99%
“…The activity is closely related to the size of the noble metal nanoparticles. Generally, when the size of the metal particles is greater than 7 nm, the activity drops sharply [31]. However, the smaller-sized metal particles possess a low Tammann temperature and high surface energy, leading to low thermal stability and the sintering phenomenon when heated [32].…”
Section: Introductionmentioning
confidence: 99%