Highly efficient hydrogenative ring-rearrangement of furanic aldehydes to cyclopentanone compounds catalyzed by noble metals/MIL-MOFs

Li, Xiang; Deng, Qiang; Zhang, Likang; Wang, Jun; Wang, Rong; Zeng, Zheling; Deng, Shuguang

doi:10.1016/j.apcata.2019.02.023

Cited by 56 publications

(42 citation statements)

References 47 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…THFOL was formed by the hydrogenation of the furan ring of FOL, and the yield (~3.0%) did not change in the course of the reaction. Meanwhile, CPL as the over-hydrogenated product of CPO was detected at 6 h. In comparison to other supported Pd catalysts, such as Pd/C [ 18 ], Pd/f-SiO 2 [ 19 ], and Pd/Fe-MIL-100 [ 14 ], Pd/UiO-66-NO 2 - 7 gave a higher yield of CPO, owing to the highly dispersed Pd nanoparticles and suitable Lewis acidity.…”

Section: Resultsmentioning

confidence: 96%

“…For comparison, the FAL conversion and CPO selectivity over Pd/UiO-66- 7 was much lower compared to Pd/UiO-66-NO 2 - 7 . Form literature, it is known that a stronger Lewis acidity is beneficial for the hydrogenation and rearrangement process, or in other words, it improves the selectivity to CPO [ 14 , 21 , 22 ].…”

Section: Resultsmentioning

confidence: 99%

“…In general, the hydrogenative ring-rearrangement of FAL reaction is carried out in an aqueous phase over metal-acid bifunctional catalysts [ 13 ]. Various noble metals (Pd, Pt, Ru) and transition metals (Cu, Ni, Co) based catalysts have been demonstrated to be able to catalyze the hydrogenative ring-rearrangement of FAL to CPO [ 14 , 15 , 16 , 17 ]. Among them, Pd-based catalysts (Pd/C [ 18 ], Pd/f-SiO 2 [ 19 ], Pd/Y 2 (Sn 0.65 Al 0.35 ) 2 O 7−δ /Al 2 O 3 [ 20 ], Pd/Y 2 (Sn 7 Al 0.3 ) 2 O 7−δ [ 21 ], Pd/FeZn-DMC [ 22 ]) showed a good performance under mild conditions.…”

Section: Introductionmentioning

confidence: 99%

“…The authors observed a FAL conversion of 99.0% and a CPO yield of 92.2%. It was proposed that the Lewis acid sites provided by the unsaturated metal sites in Fe-MIL-100 played a crucial role in the furan ring-rearrangement to CPO [ 14 ]. Within the family of MOF materials, UiO-66, is a highly stable MOF [ 25 ].…”

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Hydrogenative Ring-Rearrangement of Furfural to Cyclopentanone over Pd/UiO-66-NO2 with Tunable Missing-Linker Defects

Wang

Yang

et al. 2021

Molecules

View full text Add to dashboard Cite

Upgrading furfural (FAL) to cyclopentanone (CPO) is of great importance for the synthesis of high-value chemicals and biomass utilization. The hydrogenative ring-rearrangement of FAL is catalyzed by metal-acid bifunctional catalysts. The Lewis acidity is a key factor in promoting the rearrangement of furan rings and achieving a high selectivity to CPO. In this work, highly dispersed Pd nanoparticles were successfully encapsulated into the cavities of a Zr based MOF, UiO-66-NO2, by impregnation using a double-solvent method (DSM) followed by H2 reduction. The obtained Pd/UiO-66-NO2 catalyst showed a significantly better catalytic performance in the aforementioned reaction than the Pd/UiO-66 catalyst due to the higher Lewis acidity of the support. Moreover, by using a thermal treatment. The Lewis acidity can be further increased through the creating of missing-linker defects. The resulting defective Pd/UiO-66-NO2 exhibited the highest CPO selectivity and FAL conversion of 96.6% and 98.9%, respectively. In addition, the catalyst was able to maintain a high activity and stability after four consecutive runs. The current study not only provides an efficient catalytic reaction system for the hydrogenative ring-rearrangement of furfural to cyclopentanone but also emphasizes the importance of defect sites.

show abstract

Section: Resultsmentioning

confidence: 96%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Hydrogenative Ring-Rearrangement of Furfural to Cyclopentanone over Pd/UiO-66-NO2 with Tunable Missing-Linker Defects

Wang

Yang

et al. 2021

Molecules

View full text Add to dashboard Cite

show abstract

“…well-dened open cavities. [45][46][47][48][49][50][51] Among various MOF-types, MIL-101(Cr) has been shown to possess extremely large windows and surface areas (S Langmuir ¼ 5900 m 2 g À1 ), remarkable thermal stability (up to 300 C), and excellent chemical stability toward many solvents. [52][53][54] These properties have enabled MIL-101(Cr) to be successfully applied in various elds, including its particularly attractive use as a supports for heterogeneous catalyst.…”

Section: Introductionmentioning

confidence: 99%

Bimetallic Au–Pd alloy nanoparticles supported on MIL-101(Cr) as highly efficient catalysts for selective hydrogenation of 1,3-butadiene

et al. 2020

View full text Add to dashboard Cite

show abstract

Effect of solvents on furfural liquid‐phase hydrogenation and catalysts: A review

Zhang,

2024

AIChE Journal

View full text Add to dashboard Cite

Furfural (FFR) is one of the most important biomass derivatives, usually obtained by initial hydrolysis of xylose oligomers derived from hemicellulose to xylose and then acid catalyzed dehydration. The FFR liquid‐phase hydrogenation reaction conditions are mild, which is conducive to connecting with upstream chemicals. The solvent systems play a crucial role in the selectivity of target products and the sustainability of the reaction process in the catalytic hydrogenation of FFR to high value‐added chemicals. This work reviews various solvent systems (organic solvents, aqueous phase, supercritical CO2, and ionic liquids) used in the FFR hydrogenation. The functions, characteristics, and limitations of various solvents in FFR hydrogenation are discussed, and the interactions among solvents and FFR, reaction intermediates, and catalysts are summarized. This review can promote the development of FFR liquid‐phase catalytic hydrogenation systems and provide valuable references for improving the yield and sustainability of FFR hydrogenation to high value‐added chemicals.

show abstract

Highly efficient hydrogenative ring-rearrangement of furanic aldehydes to cyclopentanone compounds catalyzed by noble metals/MIL-MOFs

Cited by 56 publications

References 47 publications

Hydrogenative Ring-Rearrangement of Furfural to Cyclopentanone over Pd/UiO-66-NO2 with Tunable Missing-Linker Defects

Hydrogenative Ring-Rearrangement of Furfural to Cyclopentanone over Pd/UiO-66-NO2 with Tunable Missing-Linker Defects

Bimetallic Au–Pd alloy nanoparticles supported on MIL-101(Cr) as highly efficient catalysts for selective hydrogenation of 1,3-butadiene

Effect of solvents on furfural liquid‐phase hydrogenation and catalysts: A review

Contact Info

Product

Resources

About