Understanding the mechanism of the competitive adsorption in 8-methylquinoline hydrogenation over a Ru catalyst

Dong, Yuan; Zhao, Haoming; Liu, Zhenjie; Yang, Ming; Zhang, Zhenlin; Zhu, Ting; Cheng, Hansong

doi:10.1039/d0ra01277g

Cited by 7 publications

(3 citation statements)

References 48 publications

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“…Impressive achievements have been reached in this area by applying catalysts based on noble metal NPs (e.g., Pd, − Pt, − Rh, ,− Ru, ,− Ir, ,, and Au , ). However, the high and volatile price associated with the low availability of precious metals has boosted the interest to exploit cheap and earth-abundant metals for the development of novel catalysts in recent times, although, to date, to a limited extent for the hydrogenation of quinolines.…”

Section: Introductionmentioning

confidence: 99%

Tuning the Catalytic Performance of Cobalt Nanoparticles by Tungsten Doping for Efficient and Selective Hydrogenation of Quinolines under Mild Conditions

et al. 2021

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Non-noble bimetallic CoW nanoparticles (NPs) partially embedded in a carbon matrix (CoW@C) have been prepared by a facile hydrothermal carbon-coating methodology followed by pyrolysis under an inert atmosphere. The bimetallic NPs, constituted by a multishell core–shell structure with a metallic Co core, a W-enriched shell involving Co 7 W 6 alloyed structures, and small WO 3 patches partially covering the surface of these NPs, have been established as excellent catalysts for the selective hydrogenation of quinolines to their corresponding 1,2,3,4-tetrahydroquinolines under mild conditions of pressure and temperature. It has been found that this bimetallic catalyst displays superior catalytic performance toward the formation of the target products than the monometallic Co@C, which can be attributed to the presence of the CoW alloyed structures.

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Section: Introductionmentioning

confidence: 99%

Tuning the Catalytic Performance of Cobalt Nanoparticles by Tungsten Doping for Efficient and Selective Hydrogenation of Quinolines under Mild Conditions

et al. 2021

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“…In this class of novel heterocyclic molecules, carbazole-based molecules, such as N -ethylcarbazole − and N -propylcarbazole, − are the earliest new LOHCs that can completely realize hydrogenation and dehydrogenation below 200 °C. The hydrogenation and dehydrogenation processes of carbazole-based molecules have been widely studied over different catalysts. , Subsequently, quinoline − and indole molecules have also been developed as new LOHCs. Carbazole, quinoline, and indole are all N-heterocyclic compounds, but their N-electron structures differ significantly.…”

Section: Introductionmentioning

confidence: 99%

Exploring the Feasibility of 2,5-Dimethylindole as a Liquid Organic Hydrogen Carrier: A Combined Theoretical and Experimental Investigation

Liu,

Zhu,

et al. 2023

ACS Sustainable Chem. Eng.

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We present 2,5-dimethylindole (2,5-DMID) as a novel and promising liquid organic carrier (LOHC) for hydrogen storage. A systematic study combined experiments with calculations was conducted on the hydrogen storage properties of 2,5-DMID. Hydrogenation reactions catalyzed by 5 wt % Ru/Al2O3 catalyst under 120–160 °C at 5 MPa H2 pressure and 120 °C at 3–6 MPa H2 pressure indicate that the reaction rate is temperature-dependent and weakly impacted by hydrogen pressure. Full hydrogenation was achieved within 80 min at 150 °C and 5 MPa. Two intermediates, 2H-2,5-DMID and 4H-2,5-DMID, were detected. Conversion from 2,5-DMID to 2H-2,5-DMID was readily achieved at all temperatures with an apparent activation energy of 81.58 kJ/mol H2. Complete dehydrogenation of 8H-2,5-DMID was achieved at 170–210 °C for 180 min on a 5 wt % Pd/Al2O3 catalyst, generating high purity hydrogen gas up to 99.99%. Five cycles of hydrogenation and dehydrogenation processes confirmed the full achievement of both processes with no significant side reactions observed. Density functional theory calculations of the optimal adsorption sites and corresponding reaction energies of 2,5-dimethylindole and intermediates on the catalyst surface perfectly aligned with experimental reactions. This study expands the LOHC family of nitrogen heterocyclic molecules.

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“…However, Dong et al observed that the strong electronegativity of the N atoms in 8-methylquinoline (8-MQL) may irreversibly adsorb on metal surfaces, leading to catalyst poisoning and favoring the production of 100% 4H-8-methylquinoline. 20 To modulate the charge density of the N atom in the quinoline (QL) molecule and consequently control the adsorption strength of QL on the catalyst surface, we strategically positioned a methyl group at various locations within the QL molecule, thereby altering the steric hindrance. We compared the enthalpy of hydrogenation and theoretical dehydrogenation temperatures under varying hydrogen partial pressures for QL, 2-MQL, 6-MQL, and 8-MQL.…”

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confidence: 99%

Strategic structure modulation of novel quinoxaline-derived liquid organic hydrogen carriers for enhanced dehydrogenation kinetics

Liu,

Zhu,

et al. 2024

Chem. Commun.

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Understanding the mechanism of the competitive adsorption in 8-methylquinoline hydrogenation over a Ru catalyst

Abstract: The stronger adsorption of 8-MQL hampers further adsorption of 4H-8-MQL, which results in the difficulty in 10H-8-MQL production.

Cited by 7 publications

References 48 publications

Tuning the Catalytic Performance of Cobalt Nanoparticles by Tungsten Doping for Efficient and Selective Hydrogenation of Quinolines under Mild Conditions

Tuning the Catalytic Performance of Cobalt Nanoparticles by Tungsten Doping for Efficient and Selective Hydrogenation of Quinolines under Mild Conditions

Exploring the Feasibility of 2,5-Dimethylindole as a Liquid Organic Hydrogen Carrier: A Combined Theoretical and Experimental Investigation

Strategic structure modulation of novel quinoxaline-derived liquid organic hydrogen carriers for enhanced dehydrogenation kinetics

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