Allylic oxidation of cyclohexene over ruthenium-doped titanium-pillared clay

Dali, Ahmed; Rekkab-Hammoumraoui, Ilhem; Choukchou‐Braham, Abderrahim; Bachir, Redouane

doi:10.1039/c4ra17129b

Cited by 42 publications

(38 citation statements)

References 95 publications

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“…The acidity contents were determined by Fourier Transform Infra Red (FTIR) analysis of chemisorbed pyridine using a Nicolet Magna IR spectrometer. Details on the experimental procedure have been described in previous works [4,19].…”

Section: Catalysts Characterizationmentioning

confidence: 99%

“…When the reaction take place at C=C key, peroxide is generates. The oxidation of cylohexene has been the research topic of a large number of investigations because of the importance of the obtained prod-ucts, like the cyclohexene oxide, 2-cyclohexene-1-one [4,5] and 2-cyclohexene-1-ol [5][6][7][8]. The 2-cyclohexen-1-ol (enol) can be converted to phenol without co-products.…”

Section: Introductionmentioning

confidence: 99%

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Mesoporous Co3O4 as a New Catalyst for Allylic Oxidation of Cyclohexene

Azzi

Rekkab-Hammoumraoui

Chérif-Aouali

et al. 2018

Bull. Chem. React. Eng. Catal.

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Mesoporous cobalt oxide was investigated for the liquid phase oxidation of cyclohexene using tertiobutylhydroperoxide (TBHP) as an oxidant. The results were compared with several series of supported cobalt catalysts to study the influence of the cobalt loading and solvents on the overall conversion and selectivity. Mesoporous cobalt was synthesized through the nanocasting route using siliceous SBA-15 mesoporous material as a hard template and cobalt nitrate as the cobalt oxide precursor. Supported cobalt oxide catalysts (Co/MxOy) were synthesized by the impregnation method using two loadings (1 and 5 wt.%) and Al2O3, TiO2, and ZrO2 as supports. Samples were characterised by means: elemental analysis, X-ray powder Diffraction (XRD), BET (surface area), UV-Vis DR Spectroscopy, and Transmission Electron Microscopy (TEM). The results obtained showed that the cobalt oxide retains the mesoporous structure of SBA-15, and in all Co/MxOy, crystalline Co3O4, and CoO phases are observed. The mesoporous cobalt oxide is more active than the supported cobalt catalysts in the allylic oxidation of cyclohexene, with a conversion of 78 % of cyclohexene and 43.3 % selectivity toward 2-cyclohexene-1-ol. The highest activity of mesoporous cobalt oxide could be ascribed to its largest surface area. Furthermore, Co3O4 has both Lewis and Brönsted acidic sites whereas Co/MxOy has only Lewis acidic sites, which could also explain its superior catalytic activity. Moreover, mesoporous cobalt oxide was more stable than supported cobalt catalysts. Therefore, this catalyst is promising for allylic oxidation of alkenes.

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Section: Catalysts Characterizationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Mesoporous Co3O4 as a New Catalyst for Allylic Oxidation of Cyclohexene

Azzi

Rekkab-Hammoumraoui

Chérif-Aouali

et al. 2018

Bull. Chem. React. Eng. Catal.

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“…Raw clay and modified clay have recently received great advantage due to their potential applications in diverse areas of research. They have been extensively used in absorption , ceramic , cosmetic, pharmaceutical , and catalysis . Different clay‐based materials have been applied to photo‐catalysis and adsorption, including, mainly pillared clays, modified organo‐clays, and acid‐modified clays .…”

Section: Introductionmentioning

confidence: 99%

Physicochemical characterization of new natural clay from south west of Algeria: Application to the elimination of malachite green dye

Lahcene

Behilil

Brahim

et al. 2019

Env Prog and Sustain Energy

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Volcanic clay from Aïn Ouarka south west of Algeria (CA) was used to remove malachite green (MG). This material was purified and sodified (CA‐Na+). They were characterized by different analysis techniques such as BET, SEM, XRD, ATG‐ATD, FTIR, and the cation‐exchange capacity (CEC). Batch adsorption tests were performed to examine the effect of several parameters such as contact time, pH of solutions, initial concentration, and temperature. The present study is the first to be carried out hitherto regarding natural clay, where the obtained results show that the clay contains two phases, Sericite 2M1 and Clinochlore, with good crystalline, very compact and layered structure. The adsorption of MG dye reached its maximum at pH close to 6. Kinetic and isothermal experiments were studied to establish the equilibrium time and adsorption capacity of the two clays. Two kinetic models; the pseudo‐first and pseudo‐second order models were used. Two isothermal equations, Freundlich and Langmuir were applied for the modeling of adsorption isotherms by the linear method. The maximum adsorption capacities calculated from Langmuir equation of CA and CA‐Na+ are 166 and 126 mg g−1, respectively. A significant variation of temperature demonstrated that the adsorption phenomenon was an endothermic process. © 2019 American Institute of Chemical Engineers Environ Prog, 38:e13152, 2019

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“…The allylic oxidation of an alkene is one of the simplest cases of C − H bond activation that this conversion is a challenge in the modern chemistry and industry processes . Especially, the allylic oxidation of the cyclohexene produces α, β unsaturated alcohol and ketone (2‐ cyclohexene‐1‐ol and 2‐cyclohexene‐1‐one), which these products are important in the fragrance and pharmaceutical industry . The classic process for oxidation reaction was done with inorganic or organic oxidants such as chromium (VI) reagents, permanganate, manganesedioxide and periodate .…”

Section: Introductionmentioning

confidence: 99%

Multilayer‐Functionalized Reduced Graphene Oxide Decorated with Gold Nanoparticles as a Designed Nanonanocatalyst for the Selective Oxidation of Cyclohexene by Molecular Oxygen in a Solvent‐Free System

Nejad

Behzadi

Sheibani

2019

Applied Organom Chemis

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The aerobic oxidation of cyclohexene is of great significance from the viewpoints of both fundamental and industry studies as it can transfer the petrochemical feedstock into valuable chemicals. In this research, gold nanoparticles were synthesized on the multi‐layer functionalized reduced graphene oxide. The surface of reduced graphene oxide (rGO) was modified with hydrophobic and hydrophilic layers to create the rGO with scattered hydrophilic positions. The gold nanoparticles were synthesized and immobilized simultaneously in small hydrophilic micro reactors in a mild condition. Characterization of synthesized nanocatalyst was confirmed with different techniques such as TEM, XRD, FT‐IR, and SEM. TEM images of synthesized catalyst show the gold nanoparticles have diameters less than 5 nm. Designed nanonanocatalyst was investigated for the selective liquid phase oxidation of cyclohexene with molecular oxygen in solvent free condition which after optimized conditions a maximum of 88% conversion and 91% selectivity was obtained.

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Allylic oxidation of cyclohexene over ruthenium-doped titanium-pillared clay

Cited by 42 publications

References 95 publications

Mesoporous Co3O4 as a New Catalyst for Allylic Oxidation of Cyclohexene

Mesoporous Co3O4 as a New Catalyst for Allylic Oxidation of Cyclohexene

Physicochemical characterization of new natural clay from south west of Algeria: Application to the elimination of malachite green dye

Multilayer‐Functionalized Reduced Graphene Oxide Decorated with Gold Nanoparticles as a Designed Nanonanocatalyst for the Selective Oxidation of Cyclohexene by Molecular Oxygen in a Solvent‐Free System

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