Catalytic hydrogenation of cyclohexene

Boudart, M.; McConica, Carol M.

doi:10.1016/0021-9517(89)90218-2

Cited by 32 publications

(8 citation statements)

References 28 publications

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“…Interestingly, on unmodified Ni (Ni/SiO 2 ), no MCHene is observed since even if any amount of this olefin is produced it would be rapidly hydrogenated to MCHane. 38,39 Clearly, this does not occur on NiMo11, which further illustrates its unique behavior.…”

Section: ■ Results and Discussionmentioning

confidence: 94%

“…Since MCHene is not formed when feeding Tol, it must come from a fast dehydration of small amounts of MCHol that may be formed. Interestingly, on unmodified Ni (Ni/SiO 2 ), no MCHene is observed since even if any amount of this olefin is produced it would be rapidly hydrogenated to MCHane. , Clearly, this does not occur on NiMo11, which further illustrates its unique behavior.…”

Section: Resultsmentioning

confidence: 99%

“…In this case, it was found that indeed MCHol does dehydrate to MCHene, but no Tol was formed, which shows that the indirect hydrogenation–dehydration–dehydrogenation path is not responsible for the HDO of m -cresol over NiMo11 at 250 °C, but rather Tol is directly formed via direct C–O cleavage, demonstrating the high HDO activity and selectivity of this catalyst, even at mild temperatures. In addition, it is worth noting that MCHene hydrogenates to MCHane with an extremely low rate, a reaction that is very fast on unmodified Ni under these conditions. , …”

Section: Resultsmentioning

confidence: 99%

“…In addition, it is worth noting that MCHene hydrogenates to MCHane with an extremely low rate, a reaction that is very fast on unmodified Ni under these conditions. 38,39 The effect of varying the Mo/Ni molar ratio on m-cresol conversion activity and Tol formation rate was studied at low s −1 , respectively, over the NiMo11 catalyst. Beyond this ratio the activity drops.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

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Enhancement of m-Cresol Hydrodeoxygenation Selectivity on Ni Catalysts by Surface Decoration of MoO_x Species

et al. 2019

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Catalysts based on earth-abundant elements, such as Ni and Mo, that can be used for the conversion of lignin-derived compounds are desirable. However, they usually exhibit low activity and/or selectivity toward the target reaction, hydrodeoxygenation (HDO). For example, conversion of m-cresol in H 2 over a typical Ni/SiO 2 leads to ring hydrogenation at low temperatures and C−C hydrogenolysis to CH 4 at high temperatures. Here, we report that a bimetallic Ni−Mo/SiO 2 catalyst with Ni:Mo ratio ≈ 1 reduced at an optimized temperature can be very active and selective for HDO of m-cresol to toluene over a wide range of reaction temperatures (250−350 °C) and 1 atm of H 2 . This behavior is explained in terms of the surface structure of Mo oxides on the surface of Ni nanoparticles. Detailed characterization (XRD, Raman, TPR, EXAFS, and XPS) indicates that, after calcination, NiMoO 4 is the predominant phase. However, after subsequent reduction, metallic Ni nanoparticles segregate out of the partially reduced MoO x . Interestingly, while no significant structural/electronic modifications are detected for the bulk of the metallic Ni particles, the surface chemistry is clearly altered (i.e., no hydrogenolysis/hydrogenation, weak CO/H 2 adsorption, and lower electron density in the d band of Ni). These results suggest that after reduction, in contrast to the formation of NiMo alloy, the Ni surface gets decorated by reduced MoO x moieties, a phenomenon similar to that previously observed on reducible oxides (so-called SMSI), which is essential for maximizing HDO and inhibiting hydrogenolysis.

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Section: ■ Results and Discussionmentioning

confidence: 94%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: ■ Results and Discussionmentioning

confidence: 99%

See 2 more Smart Citations

Enhancement of m-Cresol Hydrodeoxygenation Selectivity on Ni Catalysts by Surface Decoration of MoO_x Species

et al. 2019

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“…Recently, Aboul-Gheit and co-workers have studied aromatics hydrogenation [13], hydroconversion of n-paraffins in light naphtha [14], CHA dehydrogenation [15] and hydroisomerisation, hydrocracking and dehydrocyclization of n-paraffins [14,16] well as with Cl À or F À . Again, CHE hydrogenation and/or dehydrogenation have been investigated using Ni, Pt, Rh and Pd catalysts [17][18][19][20][21][22][23][24][25][26]. CHE hydroconversion over catalysts containing 0.35 wt.% of the monometals Rh, Pt, Ir, Re or U and bimetals of them on g-Al 2 O 3 was carried out at temperatures of 50-250 8C [9].…”

Section: Introductionmentioning

confidence: 99%

Iridium/H-ZSM-5 zeolite catalyst promoted via hydrochlorination or hydrofluorination for the hydroconversion of cyclohexene

Aboul-Gheit

2006

Applied Catalysis A: General

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Heterogeneous Catalytic Hydrogenation

Bartók¹,

Molnár²

2009

Patai's Chemistry of Functional Groups

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Introduction General Characteristics Hydrogenation of C  C Bonds Hydrogenation of C  O Bonds Hydrogenation of C  N Bonds Asymmetric Hydrogenations

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Catalytic hydrogenation of cyclohexene

Cited by 32 publications

References 28 publications

Enhancement of m-Cresol Hydrodeoxygenation Selectivity on Ni Catalysts by Surface Decoration of MoO_x Species

Enhancement of m-Cresol Hydrodeoxygenation Selectivity on Ni Catalysts by Surface Decoration of MoO_x Species

Iridium/H-ZSM-5 zeolite catalyst promoted via hydrochlorination or hydrofluorination for the hydroconversion of cyclohexene

Heterogeneous Catalytic Hydrogenation

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Catalytic hydrogenation of cyclohexene

Cited by 32 publications

References 28 publications

Enhancement of m-Cresol Hydrodeoxygenation Selectivity on Ni Catalysts by Surface Decoration of MoOx Species

Enhancement of m-Cresol Hydrodeoxygenation Selectivity on Ni Catalysts by Surface Decoration of MoOx Species

Iridium/H-ZSM-5 zeolite catalyst promoted via hydrochlorination or hydrofluorination for the hydroconversion of cyclohexene

Heterogeneous Catalytic Hydrogenation

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Enhancement of m-Cresol Hydrodeoxygenation Selectivity on Ni Catalysts by Surface Decoration of MoO_x Species

Enhancement of m-Cresol Hydrodeoxygenation Selectivity on Ni Catalysts by Surface Decoration of MoO_x Species