Tungsten–zirconia-supported rhenium catalyst combined with a deoxydehydration catalyst for the one-pot synthesis of 1,4-butanediol from 1,4-anhydroerythritol

Wang, Tianmiao; Nakagawa, Yoshinao; Tamura, Masazumi; Okumura, Kazu; Tomishige, Keiichi

doi:10.1039/d0re00085j

Cited by 22 publications

(12 citation statements)

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“…In the case of ReO x -Au/CeO 2 + ReO x /WO 3 -ZrO 2 , the selectivities of the acetal, 2,5-dihydro-furan, tetrahydrofuran, and 1,4-butanediol were 37%, 26%, 22%, and 7%, respectively, at 45% conversion. 252 Furan, which is the byproduct co-produced by the disproportionation of dihydrofuran, was almost not formed. The higher levels of dihydrofuran and tetrahydrofuran selectivity at such low conversion suggested that dihydrofuran hydrogenation before hydration of dihydrofuran was the main formation route for tetrahydrofuran over ReO x -Au/CeO 2 + ReO x /WO 3 -ZrO 2 .…”

Section: Deoxydehydration (Dodh) and Dodh + Hydrogenation Of Erythritolmentioning

confidence: 99%

“…In order to acquire catalyst reusability, the screening of oxides was conducted for the reaction of 2,5-dihydrofuran. 252 As a result, the ReO x /WO 3 -ZrO 2 catalyst showed a higher performance in the conversion of 2,5-dihydrofuran into 1,4-butanediol than other oxide-supported ReO x catalysts, although its performance was clearly lower than that of ReO x /C. Then, ReO x / WO 3 -ZrO 2 was used as a co-catalyst with ReO x -Au/CeO 2 for the one-pot conversion of 1,4-AHERY.…”

Section: Deoxydehydration (Dodh) and Dodh + Hydrogenation Of Erythritolmentioning

confidence: 99%

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Hydrodeoxygenation of potential platform chemicals derived from biomass to fuels and chemicals

et al. 2022

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Section: Deoxydehydration (Dodh) and Dodh + Hydrogenation Of Erythritolmentioning

confidence: 99%

Section: Deoxydehydration (Dodh) and Dodh + Hydrogenation Of Erythritolmentioning

confidence: 99%

Hydrodeoxygenation of potential platform chemicals derived from biomass to fuels and chemicals

et al. 2022

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“…After the inspiring report of Trivedi et al., [181] which demonstrated for the first time the activity enhancement promoted by the synergic effect of the addition of other metals in Re 2 O 7 , Re‐based catalysts have been intensively explored [45,134,182–187] . Neurock et al.…”

Section: Mechanistic Insightsmentioning

confidence: 99%

Rhenium – A Tuneable Player in Tailored Hydrogenation Catalysis

et al. 2021

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Although rhenium may not be the most common choice of active species in catalysis, it has been reported as a highly active and selective catalyst over a wide range of reactions. Its applications include hydrogenation reactions of great relevance in the field of renewable materials and bio‐derived platform molecules, such as valorization of lignin, CO2, and carboxylic acids. Different from several transition metals, rhenium presents oxidation numbers varying from −3 to +7. Such diversity in the coordination chemistry of rhenium is reflected in the variety of known rhenium compounds, since this metal can form stable structures such as ligand‐bridged multinuclear and organometallic compounds as well as inorganic oxides, metal‐organic frameworks, and clusters. The exceptional flexibility in rhenium speciation yields numerous selective catalysts; however, it also makes the characterization of rhenium catalysts challenging, and its influence on the catalytic activity is not trivial. This review will outline the most established rhenium‐based materials used in hydrogenation catalysis and shed some light on the relation of rhenium species to catalyst selectivity based on advanced characterization techniques. Finally, our perspectives on the use of rhenium catalysts to produce value‐added products will be given.

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“…Selective conversion of 1,4-anhydroerythritol is easier than that of erythritol itself because 1,4-anhydroerythritol has two different types of CÀ O bonds (ether and OH groups) while erythritol has four OH groups with similar reactivity. 1,4-Anhydroerythritol can be selectively converted into 1,4-butanediol, [11] 1,3-butanediol, [12] tetrahydrofuran, [13,14] 2-butanol, [15] and 2,5-dihydrofuran [16][17][18] by selective catalytic reduction. However, direct production of valuable chemicals from erythritol is still limited.…”

Section: Introductionmentioning

confidence: 99%

Selective Hydrogenolysis of Erythritol over Ir−ReO_x/Rutile‐TiO₂ Catalyst

Liu

Nakagawa

et al. 2020

ChemSusChem

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Partial hydrogenolysis of erythritol, which can be produced at large scale by fermentation, to 1,4‐butanediol (1,4‐BuD) is investigated with Ir−ReOx/SiO2 and Ir−ReOx/rutile‐TiO2 catalysts. In addition to the higher conversion rate over Ir−ReOx/TiO2 than over Ir−ReOx/SiO2, which has been also reported for glycerol hydrogenolysis, Ir−ReOx/TiO2 showed higher selectivity to 1,4‐BuD than Ir−ReOx/SiO2, especially at low conversion levels, leading to high 1,4‐BuD productivity of 20 mmol1,4‐BuD gIr−1 h−1 at 373 K (36 % conversion, 33 % selectivity). The productivity based on the noble metal amount is higher than those reported previously, although the maximum yield of 1,4‐BuD (23 %) is not higher than the highest reported values. The reactions of various triols, diols and mono‐ols are tested and the selectivity and the reaction rates are compared between catalysts and between substrates. The Ir−ReOx/TiO2 catalyst showed about twofold higher activity than Ir−ReOx/SiO2 in hydrogenolysis of the C−OH bond at the 2‐ or 3‐positions in 1,2‐ and 1,3‐diols, respectively, whereas the hydrogenolysis of C−OH at the 1‐position is less promoted by the TiO2 support. Lowering the loading amount of Ir on TiO2 (from 4 wt % to 2 or 1 wt %) decreases the Ir‐based activity and 1,4‐BuD selectivity. Similarly, increasing the loading amount on SiO2 from 4 wt % to 20 wt % increases the Ir‐based activity and 1,4‐BuD selectivity, although they remain lower than those for TiO2‐supported catalyst with 4 wt % Ir. High metal loadings on the support seem to be important.

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Tungsten–zirconia-supported rhenium catalyst combined with a deoxydehydration catalyst for the one-pot synthesis of 1,4-butanediol from 1,4-anhydroerythritol

Abstract: Biomass-derived 1,4-anhydroerythritol is reduced to 1,4-butanediol over a reusable mixture of heterogeneous catalysts, ReOx–Au/CeO2 and ReOx/WO3–ZrO2.

Cited by 22 publications

References 46 publications

Hydrodeoxygenation of potential platform chemicals derived from biomass to fuels and chemicals

Hydrodeoxygenation of potential platform chemicals derived from biomass to fuels and chemicals

Rhenium – A Tuneable Player in Tailored Hydrogenation Catalysis

Selective Hydrogenolysis of Erythritol over Ir−ReO_x/Rutile‐TiO₂ Catalyst

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Tungsten–zirconia-supported rhenium catalyst combined with a deoxydehydration catalyst for the one-pot synthesis of 1,4-butanediol from 1,4-anhydroerythritol

Abstract: Biomass-derived 1,4-anhydroerythritol is reduced to 1,4-butanediol over a reusable mixture of heterogeneous catalysts, ReOx–Au/CeO2 and ReOx/WO3–ZrO2.

Cited by 22 publications

References 46 publications

Hydrodeoxygenation of potential platform chemicals derived from biomass to fuels and chemicals

Hydrodeoxygenation of potential platform chemicals derived from biomass to fuels and chemicals

Rhenium – A Tuneable Player in Tailored Hydrogenation Catalysis

Selective Hydrogenolysis of Erythritol over Ir−ReOx/Rutile‐TiO2 Catalyst

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Selective Hydrogenolysis of Erythritol over Ir−ReO_x/Rutile‐TiO₂ Catalyst