Anchored Wilkinson Catalyst: Hydrogenation of β Pinene

Tanielyan, Setrak K.; Biunno, Nicole; Bhagat, Ramesh; Augustine, Robert L.

doi:10.1007/s11244-014-0332-2

Cited by 32 publications

(31 citation statements)

References 10 publications

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“…38 The bulky gem-dimethyl bridge group on the a-pinene has a larger steric hindrance, preventing the a-face of a-pinene from making contact with the catalyst. 6,43 Hence, hydrogen activated by nickel preferentially attacks the a-face, which is less sterically hindered. Furthermore, the ionic liquid layer might increase the difference of the steric hindrance between a-face and b-face, which improves the cis-pinane selectivity.…”

Section: Resultsmentioning

confidence: 99%

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The conversion of α-pinene to cis-pinane using a nickel catalyst supported on a discarded fluid catalytic cracking catalyst with an ionic liquid layer

Wang

Chen

et al. 2019

RSC Adv.

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Section: Resultsmentioning

confidence: 99%

“…5 Tanielyan et al used ethanol as solvent in their studies of pinene hydrogenation over anchored Wilkinson catalyst. 6 However, noble metal catalysts and organic solvents are expensive, environmentally unfriendly, and the lack of reusability of these catalysts poses major challenges.…”

Section: Introductionmentioning

confidence: 99%

The conversion of α-pinene to cis-pinane using a nickel catalyst supported on a discarded fluid catalytic cracking catalyst with an ionic liquid layer

Wang

Chen

et al. 2019

RSC Adv.

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“…[10] Metal nanoparticles exhibit excellent catalytic activity for the hydrogenation reaction owing to their quantum size and surface effect. [11,13,14] To prevent the aggregation of metal nanoparticles, a stabilizer or supported catalyst is usually applied in the catalytic system. [15,16] Touaibia's team has systematically studied solvent-free hydrogenation of pinenes over heterogeneous catalysts based on different active metals (Pd, Pt, Ru, and Rh) and supports (carbon, silica and alumina), and the results show Ru/C provides the best catalytic activity under 2.75 MPa H 2 .…”

Section: Introductionmentioning

confidence: 99%

Highly selective and recyclable hydrogenation of α‐pinene catalyzed by ruthenium nanoparticles loaded on amphiphilic core–shell magnetic nanomaterials

Fang

Yuan

et al. 2019

Applied Organom Chemis

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A multifunctional nanomaterial (Fe3O4@SiO2@CX@NH2) comprising a magnetic core, a silicon protective interlayer, and an amphiphilic silica shell is successfully prepared. Ru nanoparticles catalyst loaded on Fe3O4@SiO2@CX@NH2 is used in hydrogenation of α‐pinene for the first time. The novel nanomaterial with amphipathy can be used as a solid foaming agent to increase gas–liquid–solid three‐phase contact and accelerate the reaction. Under the mild conditions (40 °C, 1 MPa H2, 3 h), 99.9% α‐pinene conversion and 98.9% cis‐pinane selectivity are obtained, which is by far the best results reported. Furthermore, the magnetic nanocomposite catalyst can be easily separated by an external magnet and reused nine times with high selectivity maintaining.

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“…[2] Pinane, obtained by the hydrogenation of α-pinene, is an important chemical intermediate for the synthesis of valuable spices, medicines, and other fine chemicals. [3] Two species, including cispinane and trans-pinane, can be obtained during the hydrogenation of α-pinene, but cis-pinane exhibits higher reactivity relative to trans-pinane. [4] Therefore, it is essential to obtain a high yield of cis-pinane during the hydrogenation of α-pinene processes.…”

Section: Introductionmentioning

confidence: 99%

Mild Hydrogenation of α‐Pinene Catalyzed by Ru Nanoparticles Loaded on Boron‐doped Amphiphilic Core‐Shell Mesoporous Molecular Sieves

Fang

Xie

et al. 2019

ChemCatChem

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Highly dispersed and stable catalysts comprising Ru nanoparticles supported on boron-doped amphiphilic core-shell mesoporous molecular sieves (MMSÀ C@MMSÀ NH 2 /B/Ru) with alkyl-modified hydrophobic silica core and NH 2 -functionalized hydrophilic silica shell are successfully prepared for use in hydrogenation of α-pinene for the first time. Dodecyl-modified MMSÀ C 12 @MMSÀ NH 2 /B/Ru exhibits the best catalytic activity under mild hydrogenation conditions. The abundant À NH 2 functional groups on the molecular sieve surface and their amphipathy allow the sieves to facilitate attachment of more Ru nanoparticles, and to simplify their dispersion in the waterorganic reaction medium. Moreover, B-doped molecular sieves may adjust their acidity to meet the needs of α-pinene hydrogenation. Under mild reaction conditions (25°C, 1 MPa H 2 , and 1 h), α-pinene can be completely converted with 99 % selectivity to cis-pinane, because every nanocomposite is equivalent to a microreactor. The catalytic activity does not change much over 5 cycles, indicating that Ru nanoparticles are stably loaded on the molecular sieves.

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Anchored Wilkinson Catalyst: Hydrogenation of β Pinene

Cited by 32 publications

References 10 publications

The conversion of α-pinene to cis-pinane using a nickel catalyst supported on a discarded fluid catalytic cracking catalyst with an ionic liquid layer

The conversion of α-pinene to cis-pinane using a nickel catalyst supported on a discarded fluid catalytic cracking catalyst with an ionic liquid layer

Highly selective and recyclable hydrogenation of α‐pinene catalyzed by ruthenium nanoparticles loaded on amphiphilic core–shell magnetic nanomaterials

Mild Hydrogenation of α‐Pinene Catalyzed by Ru Nanoparticles Loaded on Boron‐doped Amphiphilic Core‐Shell Mesoporous Molecular Sieves

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