Direct conversion of carbohydrates to diol by the combination of niobic acid and a hydrophobic ruthenium catalyst

Duan, Ying; Zhang, Jun; Li, Dongmi; Deng, Dongsheng; Ma, Lu‐Fang; Yang, Yanliang

doi:10.1039/c7ra03939e

Cited by 16 publications

(16 citation statements)

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“…In 1991, Descotes was the first who reported the synthesis of 1,2,5-HT directly from HMF using heterogeneous Ru/C as a catalyst 31. The same compound has been described as one of the by-products in prolonged hydrogenation of HMF catalysed by supported metals 61,62. Melián-Cabrera and co-workers obtained 1,2,5-HT by hydrogenating BHMF using Rh–Re/SiO 2 as catalyst with 92% selectivity 63.…”

Section: Applications Of 1-hydroxyhexane-25-dionementioning

confidence: 81%

Bio-based building blocks from 5-hydroxymethylfurfural via 1-hydroxyhexane-2,5-dione as intermediate

2019

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Section: Applications Of 1-hydroxyhexane-25-dionementioning

confidence: 81%

Bio-based building blocks from 5-hydroxymethylfurfural via 1-hydroxyhexane-2,5-dione as intermediate

2019

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“…The catalysts exhibit remarkable catalytic selective performance for the hydrogenation of different hydrophobic and hydrophilic reactants. A procedure had been reported for the direct conversion of carbohydrates to tetrahydro‐2,5‐furandime‐thanol by the application of hydrophobic Ru/SiO 2 in a water/cyclohexane biphasic system . The hydrophobicity inhibited the hydrogenation of carbohydrates on Ru/SiO 2 .…”

Section: Figurementioning

confidence: 93%

“…A procedure had been reported for the direct conversion of carbohydrates to tetrahydro-2,5-furandime-thanol by the application of hydrophobic Ru/ SiO 2 in a water/cyclohexane biphasic system. [21,22] The hydrophobicity inhibited the hydrogenation of carbohydrates on Ru/ SiO 2 .The activity could also be enhanced by hydrophobic modification of the catalyst. Zheng et al obtained a surface hydrophobic Pd catalyst by depositing trans-polyacetylene layer on Pd nanoparticles.…”

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confidence: 99%

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Fabrication of Pd/SiO₂ with Controllable Wettability for Enhanced Catalytic Hydrogenation Activity at Ambient H₂ Pressure

et al. 2019

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The wettability had great influence on the catalytic performance of heterogeneous catalyst. In this manuscript, relationship between wettability and catalytic performance was studied by the preparation of Pd/SiO2 with controllable wettability employing surface‐bonded vinyl as the reductant. The surface‐bonded vinyl ensured the reduction of PdCl2 on the hydrophobic surface of SiO2 to afford the hydrophobic Pd/SiO2. The wettability of the catalysts could be adjusted by changing the content of phenyl on the surface. The catalysts were characterized by solid‐state CP/MAS NMR, TEM, HRTEM, XPS, XRD and ICP‐AES as well as water droplet contact angles. The catalysts showed zero‐order kinetics for the hydrogenation of styrene under mild conditions. The activation energy for this reaction was measured by the Arrhenius formula. The wettability was proved to influence the reaction activity by changing the activation energy. The increase in hydrophobicity led to higher activity by decreasing the activation energy for hydrogenation of styrene to ethylbenzene.

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“…For example, the catalytic hydrogenation and oxidation of 5‐HMF have been widely investigated [40] and 5‐HMF derived furans have been used in fine chemistry [44–47] . Integrated tandem catalytic conversion of renewable sugars to value‐added products via 5‐HMF as intermediate nevertheless remains a significant challenge [48–50] …”

Section: Introductionmentioning

confidence: 99%

Bifunctional Janus Silica Spheres for Pickering Interfacial Tandem Catalysis

et al. 2021

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Nature provides much inspiration for the design of multistep conversion processes, with numerous reactions running simultaneously and without interference in cells, for example. A key challenge in mimicking nature's strategies is to compartmentalize incompatible reagents and catalysts, for example, for tandem catalysis. Here, we present a new strategy for antagonistic catalyst compartmentalization. The synthesis of bifunctional Janus catalyst particles carrying acid and base groups on the particle's opposite patches is reported as is their application as acid‐base catalysts in oil/water emulsions. The synthesis strategy involved the use of monodisperse, hydrophobic and amine‐functionalized silica particles (SiO2−NH2−OSi(CH3)3) to prepare an oil‐in‐water Pickering emulsion (PE) with molten paraffin wax. After solidification, the exposed patch of the silica particles was selectively etched and refunctionalized with acid groups to yield acid‐base Janus particles (Janus A–B). These materials were successfully applied in biphasic Pickering interfacial catalysis for the tandem dehydration‐Knoevenagel condensation of fructose to 5‐(hydroxymethyl)furfural‐2‐diethylmalonate (5‐HMF‐DEM) in a water/4‐propylguaiacol PE. The results demonstrate the advantage of rapid extraction of 5‐hydroxymethylfurfural (5‐HMF), a prominent platform molecule prone to side product formation in acidic media. A simple strategy to tune the acid/base balance using PE with both Janus A–B and monofunctional SiO2−NH2−OSi(CH3)3 base catalysts proved effective for antagonistic tandem catalysis.

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Direct conversion of carbohydrates to diol by the combination of niobic acid and a hydrophobic ruthenium catalyst

Abstract: A variety of carbohydrates were converted to tetrahydro-2,5-furandimethanol in one step by the combination of Ru/SiO2-TM and Nb2O5-FP.

Cited by 16 publications

References 63 publications

Bio-based building blocks from 5-hydroxymethylfurfural via 1-hydroxyhexane-2,5-dione as intermediate

Bio-based building blocks from 5-hydroxymethylfurfural via 1-hydroxyhexane-2,5-dione as intermediate

Fabrication of Pd/SiO₂ with Controllable Wettability for Enhanced Catalytic Hydrogenation Activity at Ambient H₂ Pressure

Bifunctional Janus Silica Spheres for Pickering Interfacial Tandem Catalysis

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Direct conversion of carbohydrates to diol by the combination of niobic acid and a hydrophobic ruthenium catalyst

Abstract: A variety of carbohydrates were converted to tetrahydro-2,5-furandimethanol in one step by the combination of Ru/SiO2-TM and Nb2O5-FP.

Cited by 16 publications

References 63 publications

Bio-based building blocks from 5-hydroxymethylfurfural via 1-hydroxyhexane-2,5-dione as intermediate

Bio-based building blocks from 5-hydroxymethylfurfural via 1-hydroxyhexane-2,5-dione as intermediate

Fabrication of Pd/SiO2 with Controllable Wettability for Enhanced Catalytic Hydrogenation Activity at Ambient H2 Pressure

Bifunctional Janus Silica Spheres for Pickering Interfacial Tandem Catalysis

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Fabrication of Pd/SiO₂ with Controllable Wettability for Enhanced Catalytic Hydrogenation Activity at Ambient H₂ Pressure