AgPd Nanoparticles Deposited on WO<sub>2.72</sub> Nanorods as an Efficient Catalyst for One-Pot Conversion of Nitrophenol/Nitroacetophenone into Benzoxazole/Quinazoline

Yu, Chao; Guo, Xuefeng; Xi, Zheng; Muzzio, Michelle; Yin, Zhouyang; Shen, Bo; Li, Junrui; Seto, Christopher T.; Sun, Shouheng

doi:10.1021/jacs.7b01983

J. Am. Chem. Soc.

2017

DOI: 10.1021/jacs.7b01983

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AgPd Nanoparticles Deposited on WO_2.72 Nanorods as an Efficient Catalyst for One-Pot Conversion of Nitrophenol/Nitroacetophenone into Benzoxazole/Quinazoline

Chao Yu

Xuefeng Guo

Zheng Xi

et al.

Abstract: We report a seed-mediated growth of 2.3 nm AgPd nanoparticles (NPs) in the presence of 40 × 5 nm WO nanorods (NRs) for the synthesis of AgPd/WO composites. The strong interactions between AgPd NPs and WO NRs make the composites, especially the AgPd/WO, catalytically active for dehydrogenation of formic acid (TOF = 1718 h and E = 31 kJ/mol) and one-pot reactions of formic acid, 2-nitrophenol, and aldehydes into benzoxazoles in near quantitative yields under mild conditions. The catalysis can also be extended to… Show more

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Cited by 73 publications

(44 citation statements)

References 55 publications

(69 reference statements)

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“…[1,2] Formic acid (HCOOH) is one of the most preferable choices for the carbon cycle due to its tremendousp otential. The catalytic activity increases with ar eduction in the work function of modified atoms;t his reduction can be well explained by as urface polarizationm echanism.…”

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confidence: 99%

“…[1,2] Formic acid (HCOOH) is one of the most preferable choices for the carbon cycle due to its tremendousp otential. [1,2] Formic acid (HCOOH) is one of the most preferable choices for the carbon cycle due to its tremendousp otential.…”

mentioning

confidence: 99%

“…[2] For this reason, the high stability, low cost and low toxicity of HCOOHd esignates it as one of the most preferable choices for both carbon and hydrogen cycles. [2] For this reason, the high stability, low cost and low toxicity of HCOOHd esignates it as one of the most preferable choices for both carbon and hydrogen cycles.…”

mentioning

confidence: 99%

“…[1,2] Formic acid (HCOOH) is one of the most preferable choices for the carbon cycle due to its tremendousp otential. [4,5] To release energy,H COOHc an be catalytically decomposed to CO 2 /H 2 or CO/H 2 Ot hrough two possible pathways, described in Equations (1) and ( 2). [4,5] To release energy,H COOHc an be catalytically decomposed to CO 2 /H 2 or CO/H 2 Ot hrough two possible pathways, described in Equations (1) and ( 2).…”

mentioning

confidence: 99%

“…[2] For this reason, the high stability, low cost and low toxicity of HCOOHd esignates it as one of the most preferable choices for both carbon and hydrogen cycles. (1)] makesH COOH ap romising hydrogen carrier for the hydrogen cycle or hydrogen-based energy applications.…”

mentioning

confidence: 99%

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Surface Modification on Pd‐TiO₂ Hybrid Nanostructures towards Highly Efficient H₂ Production from Catalytic Formic Acid Decomposition

Liu

Cai

Yang

et al. 2018

Chemistry A European J

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Metal-containing nanocrystals with well-designed surface structures represent a class of model systems for revealing the fundamental physical and chemical processes involved in heterogeneous catalysis. Herein it is shown how surface modification can be utilized as an efficient strategy for controlling the surface electronic state of catalysts and, thus, for tuning their catalytic activity. As model catalysts, the Pd-tetrahedron-TiO nanostructures, modified on the surface with different foreign atoms, showed a varied activity in the catalytic decomposition of formic acid towards H production. The catalytic activity increases with a reduction in the work function of modified atoms; this reduction can be well explained by a surface polarization mechanism. In this hybrid system, the difference in the work functions of Pd and modified atoms results in surface polarization on the Pd surface and, thus, in the tuning of its charge state. Together with the Schottky junction between TiO and metals, the tuned charge state enables the promotion of catalytic efficiency in the catalytic decomposition of formic acid to H and CO .

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confidence: 99%

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confidence: 99%

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confidence: 99%

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confidence: 99%

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confidence: 99%

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Surface Modification on Pd‐TiO₂ Hybrid Nanostructures towards Highly Efficient H₂ Production from Catalytic Formic Acid Decomposition

Liu

Cai

Yang

et al. 2018

Chemistry A European J

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AuPd−Fe₃O₄ Nanoparticle Catalysts for Highly Selective, One‐Pot Cascade Nitro‐Reduction and Reductive Amination

2018

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Exceedingly chemoselective preparation of secondary amines from the cascade reaction of nitro reduction followed by reductive amination of the resulting amine with an aldehyde through the use of bimetallic AuPd alloy nanoparticle catalyst is described. We prepared a AuPd alloy nanocatalyst supported on Fe 3 O 4 in gram scale without calcination. One pot synthesis of a number of secondary amines was achieved from a variety of nitroarenes and aryl or alkyl aldehydes under 1 atm of H 2 at room temperature. No Ndebenzylation was observed in the case of the reactions involving aryl aldehydes, which is often observed in the reductive amination catalysed by a transition metal catalyst such as palladium. We also accomplished efficient one-pot synthesis of a number of N-aryl substituted isoindolinone derivatives from 1-formylbenzoic acid and several nitroarenes using the same reaction conditions. Furthermore, thanks to the magnetic property of the Fe 3 O 4 support, the AuPdÀFe 3 O 4 NPs could be easily separated and reused up to 20 times without the loss of its catalytic activity.

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Unexpected Decarboxylation‐Triggered o‐Hydroxyl‐Controlled Redox Condensation of Phenylglycines with 2‐Nitrophenols in Aqueous Media

et al. 2018

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A decarboxylation‐triggered and o‐hydroxyl‐controlled hydrogen‐transfer strategy for the one‐pot synthesis of benzoxazoles from readily available amino acids and 2‐nitrophenols is reported. On the basis of this autoredox reaction, the C−N bond can be efficiently constructed to afford the desired products in moderate to good yields under transition‐metal‐free conditions in aqueous media.magnified image

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AgPd Nanoparticles Deposited on WO_2.72 Nanorods as an Efficient Catalyst for One-Pot Conversion of Nitrophenol/Nitroacetophenone into Benzoxazole/Quinazoline

Cited by 73 publications

References 55 publications

Surface Modification on Pd‐TiO₂ Hybrid Nanostructures towards Highly Efficient H₂ Production from Catalytic Formic Acid Decomposition

Surface Modification on Pd‐TiO₂ Hybrid Nanostructures towards Highly Efficient H₂ Production from Catalytic Formic Acid Decomposition

AuPd−Fe₃O₄ Nanoparticle Catalysts for Highly Selective, One‐Pot Cascade Nitro‐Reduction and Reductive Amination

Unexpected Decarboxylation‐Triggered o‐Hydroxyl‐Controlled Redox Condensation of Phenylglycines with 2‐Nitrophenols in Aqueous Media

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AgPd Nanoparticles Deposited on WO2.72 Nanorods as an Efficient Catalyst for One-Pot Conversion of Nitrophenol/Nitroacetophenone into Benzoxazole/Quinazoline

Cited by 73 publications

References 55 publications

Surface Modification on Pd‐TiO2 Hybrid Nanostructures towards Highly Efficient H2 Production from Catalytic Formic Acid Decomposition

Surface Modification on Pd‐TiO2 Hybrid Nanostructures towards Highly Efficient H2 Production from Catalytic Formic Acid Decomposition

AuPd−Fe3O4 Nanoparticle Catalysts for Highly Selective, One‐Pot Cascade Nitro‐Reduction and Reductive Amination

Unexpected Decarboxylation‐Triggered o‐Hydroxyl‐Controlled Redox Condensation of Phenylglycines with 2‐Nitrophenols in Aqueous Media

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Product

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AgPd Nanoparticles Deposited on WO_2.72 Nanorods as an Efficient Catalyst for One-Pot Conversion of Nitrophenol/Nitroacetophenone into Benzoxazole/Quinazoline

Surface Modification on Pd‐TiO₂ Hybrid Nanostructures towards Highly Efficient H₂ Production from Catalytic Formic Acid Decomposition

Surface Modification on Pd‐TiO₂ Hybrid Nanostructures towards Highly Efficient H₂ Production from Catalytic Formic Acid Decomposition

AuPd−Fe₃O₄ Nanoparticle Catalysts for Highly Selective, One‐Pot Cascade Nitro‐Reduction and Reductive Amination