Selective hydrogenation of acetophenone on chromium promoted Raney nickel catalysts. III. The influence of the nature of the solvent

Masson, J.; Cividino, Pascale; Court, J.

doi:10.1016/s0926-860x(97)00068-9

Cited by 43 publications

(27 citation statements)

References 9 publications

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“…The hydrogenation of unsaturated and aromatic ketones are not as widely studied as that of a, b unsaturated aldehydes with studies predominantly on conjugated systems such as cyclohexenone [14], ketoisophorone [15], benzalacetone [16][17][18][19][20][21][22], benzalacetophenone [23,24], benzophenone [23,25,26] with the most widely studied being, acetophenone [23,[27][28][29][30][31][32].…”

Section: Introductionmentioning

confidence: 99%

Effect of solvent on the hydrogenation of 4-phenyl-2-butanone over Pt based catalysts

McManus

Daly

Thompson

et al. 2015

Journal of Catalysis

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a b s t r a c tThe hydrogenation of 4-phenyl-2-butanone over Pt/TiO 2 and Pt/SiO 2 catalysts has been performed in a range of solvents and it has been observed that the solvent impacted on the selectivity of ketone and aromatic ring hydrogenation as well as the overall TOF of the titania catalyst with no solvent effect on selectivity observed using the silica supported catalyst where ring hydrogenation was favored. For the titania catalyst, alkanes were found to favor ring hydrogenation whereas aromatics and alcohols led to carbonyl hydrogenation. A two-site catalyst model is proposed whereby the aromatic ring hydrogenation occurs over the metal sites while carbonyl hydrogenation is thought to occur predominantly at interfacial sites, with oxygen vacancies in the titania support activating the carbonyl. The effect of the solvent on the hydrogenation reaction over the titania catalyst was related to competition for the active sites between solvent and 4-phenyl-2-butanone.

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Section: Introductionmentioning

confidence: 99%

Effect of solvent on the hydrogenation of 4-phenyl-2-butanone over Pt based catalysts

McManus

Daly

Thompson

et al. 2015

Journal of Catalysis

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“…Moreover Ni and promoted Ni based catalysts had a poor selectivity towards EB due to higher activity of nickel for hydrogenation which gives over hydrogenated products like 1-cyclohexyl ethanol, cyclohexane and cyclohexene. [16][17][18][19][20][21][22] But, high ACP conversion with high EB selectivity was reported over heterogeneous copper based catalysts using high hydrogen pressure under solvents in liquid phase. 23 Noble metal catalysts such as Ru, Pd and Pt based catalysts showed high ACP conversion (80-90%) with 99% EB selectivity.…”

Section: Catalytic Activitymentioning

confidence: 99%

“…PhE is industrially employed for making perfumery products [4][5][6][7] whereas EB is an important starting material in the manufacturing of styrene. 7 Because of the wider utility of both PhE and EB, intensive research has been conducted on the selective hydrogenation of ACP using supported noble metal catalysts [8][9][10][11][12][13][14][15] and base metal catalysts such as nickel [16][17][18][19][20][21][22] and copper 23 using harsh reaction conditions such as high temperatures and high hydrogen pressures in different solvents. However, the selective formation of PhE/EB is a highly challenging task in the current research.…”

Section: Introductionmentioning

confidence: 99%

One-pot synthesis of ethylbenzene/1-phenylethanol and γ-butyrolactone from simultaneous acetophenone hydrogenation and 1,4-butanediol dehydrogenation over copper based catalysts: effects of the support

et al. 2017

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The effect of the support in the simultaneous hydrogenation of acetophenone and dehydrogenation of 1,4-butanediol was studied using supported (MgO, g-Al 2 O 3 , MgO-Al 2 O 3 and SiO 2 ) copper (10 wt%) catalysts, prepared via impregnation. In this process, acetophenone was transformed to 1-phenylethanol/ ethylbenzene and 1,4-butanediol converted to g-butyrolactone/tetrahydrofuran under a hydrogen-free environment, indicating the major role of the supports. The Cu/MgO catalyst was active and highly selective towards the production of 1-phenylethanol and g-butyrolactone. However, an adverse behaviour was observed over Cu/MgO-Al 2 O 3 . An extraordinary catalytic performance was obtained over Cu/SiO 2 with high selectivity for ethylbenzene (99%) and g-butyrolactone (99%). Contrarily, no hydrogenation of acetophenone was observed over Cu/g-Al 2 O 3 due to the dehydration of 1,4-butanediol, yielding tetrahydrofuran. The main advantage of this process is that no external hydrogen is required for the hydrogenation of acetophenone. Copper dispersion, the reduction behaviour of copper, copper particle size and the acidity and basicity of the catalysts play important roles in the activity. All four catalysts were characterized using BET surface area, N 2 O pulse chemisorption, XRD, XRF, H 2 -TPR, XPS, and TPD of NH 3 /CO 2 to understand our results.

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“…ethylcyclohexane) was improved with the increase of the reaction temperature. Nonetheless, it is well known that Raney nickel is very hydrophilic, and the presence of water exert a deteriorating effect on the catalytic activity of Raney nickel [34,35]. Owing to water content (close to 50 wt%) in parent oils, water molecule was easily fixed to the Raney nickel surface by oxygen bonding, thereby inhibiting the adsorption of organic substrates to the metallic surface [35].…”

Section: The Effect Of Reaction Temperature On the Chemical Compositimentioning

confidence: 99%

Production of renewable jet fuel range alkanes and aromatics via integrated catalytic processes of intact biomass

Lei

Zhu

Wei

et al. 2015

Fuel

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Selective hydrogenation of acetophenone on chromium promoted Raney nickel catalysts. III. The influence of the nature of the solvent

Cited by 43 publications

References 9 publications

Effect of solvent on the hydrogenation of 4-phenyl-2-butanone over Pt based catalysts

Effect of solvent on the hydrogenation of 4-phenyl-2-butanone over Pt based catalysts

One-pot synthesis of ethylbenzene/1-phenylethanol and γ-butyrolactone from simultaneous acetophenone hydrogenation and 1,4-butanediol dehydrogenation over copper based catalysts: effects of the support

Production of renewable jet fuel range alkanes and aromatics via integrated catalytic processes of intact biomass

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