Pd/C-catalyzed reactions of HMF: decarbonylation, hydrogenation, and hydrogenolysis

Mitra, Joyee; Zhou, Xiaoyuan; Rauchfuss, Thomas B.

doi:10.1039/c4gc01520g

Cited by 170 publications

(134 citation statements)

References 44 publications

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“…An Au/Al 2 O 3 catalyst was proposed for DHMF production with 96% yield at 140°C and 3.8 MPa. Many subsequent reports were also mainly conducted on noble metals (e.g., Pd, 12 Ru, 14,15 and Pt 16 ). 13 For DMF production, Dumesic et al 7 reported for the first time a Ru-Cu catalyst with a yield of 76-79%.…”

Section: Introductionmentioning

confidence: 99%

Efficient synthesis of 2,5-dihydroxymethylfuran and 2,5-dimethylfuran from 5-hydroxymethylfurfural using mineral-derived Cu catalysts as versatile catalysts

Zhu

Kong

Zheng

et al. 2015

Catal. Sci. Technol.

136

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Selective conversion of 5-hydroxymethylfurfural (HMF) can produce sustainable fuels and chemicals.Herein, Cu-ZnO catalysts derived from minerals (malachite, rosasite and aurichalcite) were employed for selective hydrogenation of HMF for the first time. High yields of 2,5-dihydroxymethylfuran (~99.1%) and 2,5-dimethylfuran (~91.8%) were obtained tunably over the catalyst with a Cu/Zn molar ratio of 2, due to the well-dispersed metal sites tailored by mineral precursors, well-controlled surface sites and optimized reaction conditions. The relationship between catalytic performance and catalyst properties was elucidated by characterization based on the composition and the structural and surface properties, and catalytic tests.The catalyst can also be extended to selective hydrogenation of other bio-derived molecules (furfural and 5-methylfurfural) to target products. The construction of mineral-derived Cu-ZnO catalysts and the revelation of the structure-performance relationship can be applied to further rational design and functionalization of non-noble Cu catalysts for selective conversion of bio-derived compounds.Catal. Sci. Technol. This journal is

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Section: Introductionmentioning

confidence: 99%

Efficient synthesis of 2,5-dihydroxymethylfuran and 2,5-dimethylfuran from 5-hydroxymethylfurfural using mineral-derived Cu catalysts as versatile catalysts

Zhu

Kong

Zheng

et al. 2015

Catal. Sci. Technol.

136

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“…One of typical side reactions over Pd catalysts is decarbonylation (furfural to furan; HMF to FOL) which is dominant at high temperature (e.g. 393 K) 29), 30) . Pd catalysts can be selective in total hydrogenation at low temperature.…”

Section: Ru and Pd Catalystsmentioning

confidence: 99%

Supported Metal Catalysts for Total Hydrogenation of Furfural and 5-Hydroxymethylfurfural

Nakagawa

Tamura

Tomishige

2017

J. Jpn. Petrol. Inst.

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Total hydrogenation of furfural and 5-hydroxymethylfurfural (HMF), both of which are important platform chemicals from biomass, produces tetrahydrofurfuryl alcohol (THFA) and 2,5-bis(hydroxymethyl)tetrahydrofuran (BHTHF), respectively, and these products can be used as solvent or raw material of resin. Ni catalysts can give good yields in these reactions; however the low activity and stability are problems. Supported monometallic Pd and Ru catalysts have been reported to be also active in hydrogenation, although the selectivity for total hydrogenation tends to be lower. Other monometallic catalysts such as Cu and Pt generally have low activity in furan ring hydrogenation of furfuryl alcohol (FOL) and 2,5-bis(hydroxymethyl)furan intermediates. We explored various multicomponent catalysts and found that Ni _ Pd/SiO2, Pd _ Ir/SiO2 and Rh _ Ir _ ReOx/SiO2 give good yield of THFA or BHTHF with much higher activity than the mixture of each component supported on SiO2.

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“…The effect of promoters on the selectivity of palladium on carbon catalysts for the conversion of HMF to products was evaluated (27). These promoters could alter the chemical pathway in order to obtain decarbonylated products, hydrogenolyzed products (DMF) or completely hydrogentated products (2,5-dimethyltetrahydrofuran).…”

Section: Scheme 4 the Conversion Of Hmf To Dmfmentioning

confidence: 99%

Bio-Based Sources for Terephthalic Acid

Smith

2015

ACS Symposium Series

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Pd/C-catalyzed reactions of HMF: decarbonylation, hydrogenation, and hydrogenolysis

Abstract: The diverse reactivity of 5-hydroxymethylfural (HMF) in Pd/C-catalyzed reactions is described with emphasis on the role of additives that affect selectivity.

Cited by 170 publications

References 44 publications

Efficient synthesis of 2,5-dihydroxymethylfuran and 2,5-dimethylfuran from 5-hydroxymethylfurfural using mineral-derived Cu catalysts as versatile catalysts

Efficient synthesis of 2,5-dihydroxymethylfuran and 2,5-dimethylfuran from 5-hydroxymethylfurfural using mineral-derived Cu catalysts as versatile catalysts

Supported Metal Catalysts for Total Hydrogenation of Furfural and 5-Hydroxymethylfurfural

Bio-Based Sources for Terephthalic Acid

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