Formation of cyclopentanone from dimethyl hexanedioate over CeO2

Nagashima, Osamu; Sato, Satoshi; Takahashi, Ryōji; Sodesawa, Toshiaki; Akashi, Tetsu

doi:10.1016/j.apcata.2006.06.046

Cited by 23 publications

(8 citation statements)

References 12 publications

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“…[79] Cycloketonization of dimethylhexanedioate was investigated over pure CeO 2 between 350 and 475 8C. [82] The conversion of diethylhexanedioate increased with increasing reaction temperature whereas the selectivity to cyclopentanone decreased. This decrease at high conversion was mainly caused by a consecutive reaction of cyclopentanone into 2-methylcyclopentanone due to alkylation with methanol, produced by the cycloketonization.…”

Section: Ketonization Of Estersmentioning

confidence: 99%

Ceria‐Based Solid Catalysts for Organic Chemistry

Vivier¹,

Duprez²

2010

ChemSusChem

362

244

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Ceria has been the subject of thorough investigations, mainly because of its use as an active component of catalytic converters for the treatment of exhaust gases. However, ceria‐based catalysts have also been developed for different applications in organic chemistry. The redox and acid–base properties of ceria, either alone or in the presence of transition metals, are important parameters that allow to activate complex organic molecules and to selectively orient their transformation. Pure ceria is used in several organic reactions, such as the dehydration of alcohols, the alkylation of aromatic compounds, ketone formation, and aldolization, and in redox reactions. Ceria‐supported metal catalysts allow the hydrogenation of many unsaturated compounds. They can also be used for coupling or ring‐opening reactions. Cerium atoms can be added as dopants to catalytic system or impregnated onto zeolites and mesoporous catalyst materials to improve their performances. This Review demonstrates that the exceptional surface (and sometimes bulk) properties of ceria make cerium‐based catalysts very effective for a broad range of organic reactions.

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Section: Ketonization Of Estersmentioning

confidence: 99%

Ceria‐Based Solid Catalysts for Organic Chemistry

Vivier¹,

Duprez²

2010

ChemSusChem

362

244

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“…Weak basicity coupled with medium Lewis acidity is also observed for the common titania polymorphs anatase and rutile, 232 while monoclinic and tetragonal zirconia 146 have a little more pronounced basicity. Among tetravalent metal oxides, CeO 2 233 has attracted much interest by its catalytic functions in the synthesis of organic compounds, which provide evidence of its relevant basicity. CeO 2 -ZrO 2 mixed oxides form a cubic solid solution in the ceria-rich side, 234 which has a useful ability for NO x absorption that is further increased by other rare earth doping.…”

Section: Alkali and Alkali Earth Zeolitesmentioning

confidence: 99%

Bases and Basic Materials in Chemical and Environmental Processes. Liquid versus Solid Basicity

Busca¹

2010

Chem. Rev.

192

129

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“…8 CPO is an important intermediate in the synthesis of medicine, perfume, pesticides, fungicides, rubber chemicals, and fragrance chemicals. 9,10 In current industrial practice, CPO is produced by the pyrolysis of adipic acid and its derivatives or the oxidation of cyclopentene. 11 These processes use petrochemicals as feedstock and have high energy consumption.…”

Section: ■ Introductionmentioning

confidence: 99%

Highly Selective Hydrogenation of Furfural to Cyclopentanone over a NiFe Bimetallic Catalyst in a Methanol/Water Solution with a Solvent Effect

Jia

Lan

et al. 2019

ACS Sustainable Chem. Eng.

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The aqueous phase hydrogenation of furfural to cyclopentanone over a NiFe bimetallic catalyst was investigated for the efficient utilization of biomass-derived compounds. Catalyst characterization by XRD, EDS mapping, and TPR revealed significant synergetic effects in the NiFe/SBA-15 catalyst. With NiFe/SBA-15, cyclopentanone selectivity was increased to 78.4% from 46.1% with Ni/SBA-15. The use of different supports showed that weak acidity favors cyclopentanone formation. The solvent played an important role: methanol/water solutions with different compositional ratios gave significantly changed product distributions. With pure methanol, and methanol-dominated and water-dominated solutions, respectively, the main product was furfuryl alcohol, tetrahydrofurfuryl alcohol, and cyclopentanone. Furfural in the water inhibited THFA formation, which led furfural to preferentially produce cyclopentanone. At the optimized reaction temperature, NiFe/SBA-15 in water gave 99.8% furfural conversion and 90% cyclopentanone yield at 300 min, which was much better than most reported nonprecious metal catalysts.

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Formation of cyclopentanone from dimethyl hexanedioate over CeO2

Cited by 23 publications

References 12 publications

Ceria‐Based Solid Catalysts for Organic Chemistry

Ceria‐Based Solid Catalysts for Organic Chemistry

Bases and Basic Materials in Chemical and Environmental Processes. Liquid versus Solid Basicity

Highly Selective Hydrogenation of Furfural to Cyclopentanone over a NiFe Bimetallic Catalyst in a Methanol/Water Solution with a Solvent Effect

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