Selective liquid phase hydrogenation of furfural to furfuryl alcohol by Ru/Zr-MOFs

Yuan, Qingqing; Zhang, Damin; Haandel, L. van; Ye, Feiyang; Xue, Teng; Hensen, Emiel J. M.; Guan, Yejun

doi:10.1016/j.molcata.2015.05.015

Cited by 160 publications

(116 citation statements)

References 66 publications

(82 reference statements)

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“…For example, transfer hydrogenation of nitrobenzene to aniline in water using Pd@UiO-66-NH 2 , [120] one-pot tandem reaction involving selective oxidation of primary alcohols followed by Knoevenagel condensation reaction using Au@UiO-66-NH 2 , [121] liquid phase hydrogenation of furfural to furfuryl alcohol with Ru@UiO-66 [122] and dehydrogenation of formic acid at room temperature using AgÀ Pd alloy@UiO-66-NH 2 as catalyst [123] among many other examples. For example, transfer hydrogenation of nitrobenzene to aniline in water using Pd@UiO-66-NH 2 , [120] one-pot tandem reaction involving selective oxidation of primary alcohols followed by Knoevenagel condensation reaction using Au@UiO-66-NH 2 , [121] liquid phase hydrogenation of furfural to furfuryl alcohol with Ru@UiO-66 [122] and dehydrogenation of formic acid at room temperature using AgÀ Pd alloy@UiO-66-NH 2 as catalyst [123] among many other examples.…”

Section: Other Metal Npsmentioning

confidence: 99%

Engineering UiO‐66 Metal Organic Framework for Heterogeneous Catalysis

et al. 2019

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frameworks (MOFs) are currently attracting considerable attention as heterogeneous catalysts at moderate temperatures, mainly for liquid-phase reactions. Since structural stability is one of the major concerns for the use of MOFs in catalysis, particularly considering that frequently some of the reported MOF materials are very unstable, the interest in this area has been focused on those MOFs exhibiting the highest structural robustness, UiO-66 being among the most widely used. Two introductory sections deal with the synthesis, structure and main properties of UiO-66, including its remarkable thermal (up to 350°C) and chemical (aqueous solution in a wide pH range) stability. The main body of the review summarizes those examples of using UiO-66 in catalysis grouped according to the nature of the active sites, starting with the use of UiO-66 as Lewis acids. In this section, emphasis has been made in the recent strategies to create structural defects in a controlled way that generate Lewis acidity. Other sections cover examples illustrating substituted terephthalate as active sites and the evidence that there is a synergy between acid and basic sites in close proximity that make some of these UiO-66 with substituents at the linker to act as dual acid-base catalysts. Other sections are focused on the use of UiO-66 as hosts of metal nanoparticles, metal oxides and other host, remarking the influence that the nature of UiO-66 and the possible presence of substituents in the framework play on the activity of the incorporated guest. The last section summarizes the current state of the art in the use of UiO-66 in catalysis and provides our views on future developments regarding the application of UiO-66 in industrial processes.

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Section: Other Metal Npsmentioning

confidence: 99%

Engineering UiO‐66 Metal Organic Framework for Heterogeneous Catalysis

et al. 2019

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“…[18] However, the ÀCHO groupsi nF UR are susceptiblet oc ondensation into humins, and much attention has been focused on the stabilization of FUR by selective hydrogenation to furfuryl alcohol( FFA) over noble metals (e.g., Pt, Pd, and Ru). [19] Therefore, CTH of FUR to FFAi n2 -propanol (2-PrOH)w as chosen to examinet he catalytic performance of the different metal-FDCAh ybrids( Ta ble 2). Almost no reaction occurred in the absence of any catalyst at 140 8Ca fter 4h (entry 1).…”

Section: Cth Of Furfural To Furfuryl Alcohol With Different Catalystsmentioning

confidence: 99%

Porous Zirconium–Furandicarboxylate Microspheres for Efficient Redox Conversion of Biofuranics

Li¹,

Liu²,

Yang³

et al. 2017

ChemSusChem

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Biofuranic compounds, typically derived from C and C carbohydrates, have been extensively studied as promising alternatives to chemicals based on fossil resources. The present work reports the simple assembly of biobased 2,5-furandicarboxylic acid (FDCA) with different metal ions to prepare a range of metal-FDCA hybrids under hydrothermal conditions. The hybrid materials were demonstrated to have porous structure and acid-base bifunctionality. Zr-FDCA-T, in particular, showed a microspheric structure, high thermostability (ca. 400 °C), average pore diameters of approximately 4.7 nm, large density, moderate strength of Lewis-base/acid centers (ca. 1.4 mmol g ), and a small number of Brønsted-acid sites. This material afforded almost quantitative yields of biofuranic alcohols from the corresponding aldehydes under mild conditions through catalytic transfer hydrogenation (CTH). Isotopic H NMR spectroscopy and kinetic studies verified that direct hydride transfer was the dominant pathway and rate-determining step of the CTH. Importantly, the Zr-FDCA-T microspheres could be recycled with no decrease in catalytic performance and little leaching of active sites. Moreover, good yields of C (i.e., furfural) or C products [i.e., maleic acid and 2(5H)-furanone] could be obtained from furfuryl alcohol without oxidation of the furan ring over these metal-FDCA hybrids. The content and ratio of Lewis-acid/base sites were demonstrated to dominantly affect the catalytic performance of these redox reactions.

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“…An efficient strategy for the production of FAOL from FF has been developed involving molecular hydrogen as Hd onor in the presence of supported zero-valent noble or nonnoble metal-based catalysts (e.g.,A u, Pd, Ru, and Cu). [12][13][14][15][16] However, the high preparation cost of H 2 (usually prepared from fossilbased resources) and metal catalysts (often reduced under H 2 ) as well as the flammable and explosive nature of the gas encourage exploration of alternative methods. On this basis, catalytic transfer hydrogenation (CTH) utilizing alternative H donors, such as formic acid and alcohols, has recently been proposed as an attractive way to hydrogenateo rganic molecules including biomass-derived compounds.…”

Section: Introductionmentioning

confidence: 99%

Catalytic Transfer Hydrogenation of Furfural to Furfuryl Alcohol with Recyclable Al–Zr@Fe Mixed Oxides

Riisager

et al. 2017

ChemCatChem

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A series of magnetic, acid/base bifunctional Al–Zr@Fe3O4 catalysts were successfully prepared by a facile coprecipitation method and utilized in the catalytic transfer hydrogenation (CTH) of furfural to furfuryl alcohol with 2‐propanol as hydrogen source. The physicochemical properties and morphologies of the as‐prepared catalysts were characterized by various techniques, including XRD analysis, N2 physisorption, vibrating sample magnetometry, thermal gravimetry analysis, X‐ray fluorescence spectroscopy, NH3/CO2 temperature‐programmed desorption, SEM, and TEM. The Al7Zr3@Fe3O4(1/1) catalyst with a Al3+/Zr4+/Fe3O4 molar ratio of 21:9:3 was found to exhibit a high furfuryl alcohol yield of 90.5 % in the CTH from furfural at 180 °C after 4 h with a comparatively low activation energy of 45.3 kJ mol−1, as calculated from the Arrhenius equation. Moreover, leaching and recyclability tests confirmed Al7Zr3@Fe3O4(1/1) to function as a heterogeneous catalyst that could be reused for at least five consecutive reaction runs without significant loss of catalytic activity after simple recovery by an external magnet. Notably, the catalyst proved also efficient for hydrogenation of other biomass‐derived furanic aldehydes.

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Selective liquid phase hydrogenation of furfural to furfuryl alcohol by Ru/Zr-MOFs

Cited by 160 publications

References 66 publications

Engineering UiO‐66 Metal Organic Framework for Heterogeneous Catalysis

Engineering UiO‐66 Metal Organic Framework for Heterogeneous Catalysis

Porous Zirconium–Furandicarboxylate Microspheres for Efficient Redox Conversion of Biofuranics

Catalytic Transfer Hydrogenation of Furfural to Furfuryl Alcohol with Recyclable Al–Zr@Fe Mixed Oxides

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