Liquid phase isomerization of isoprenol into prenol in hydrogen environment

Kogan, S. B.; Kaliya, M.L.; Froumin, N.

doi:10.1016/j.apcata.2005.09.010

Cited by 10 publications

(7 citation statements)

References 27 publications

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“…The promoting effect of the NCNT support is manifested in the outstanding catalytic performance of the supported Pd nanoparticles. On the one hand, as already reported in previous studies, 24,38 more dispersed Pd nanoparticles are more favorable for the shift and hydrogenation of CQC bonds. Correspondingly, Pd nanoparticles on NCNTs possess higher activity in the isomerization of 1,5-COD to 1,3-COD as indicated by the high k 1 value obtained from the kinetic simulation, and in turn a higher hydrogenation activity as indicated by the high value of k 4 .…”

Section: Discussionsupporting

confidence: 80%

The structural and electronic promoting effect of nitrogen-doped carbon nanotubes on supported Pd nanoparticles for selective olefin hydrogenation

Chen

Chew

Kostka

et al. 2013

Catal. Sci. Technol.

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Section: Discussionsupporting

confidence: 80%

The structural and electronic promoting effect of nitrogen-doped carbon nanotubes on supported Pd nanoparticles for selective olefin hydrogenation

Chen

Chew

Kostka

et al. 2013

Catal. Sci. Technol.

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“…This species determines the formation of p-complexes upon isoprenol adsorption, manifesting extended performance in the double bond shift and depressing hydrogenation activity. [267] …”

Section: Isomerization Of Alkenesmentioning

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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“…38 Prenol is produced industrially (e.g., by BASF and Kuraray) by the reaction of formaldehyde with isobutene, followed by the isomerization of the resulting isoprenol. 39 The CO/CC chemoselective hydrogenation of E3 and E4 could afford us with alternative routes to these chemicals. Whereas we are unaware of attempts to hydrogenate E4 into prenol, hydrogenation of E3 into cinnamyl alcohol has been attempted by Firmenich SA researchers, 16e as well as by Pidko 17d and de Vries 19a in academia, Scheme 3.…”

Section: Resultsmentioning

confidence: 99%

Engineering Catalysts for Selective Ester Hydrogenation

Dub

Batrice

Gordon

et al. 2020

Org. Process Res. Dev.

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The development of efficient catalysts and processes for synthesizing functionalized (olefinic and/or chiral) primary alcohols and fluoral hemiacetals is currently needed. These are valuable building blocks for pharmaceuticals, agrochemicals, perfumes, and so forth. From an economic standpoint, bench-stable Takasago Int. Corp.’s Ru-PNP, more commonly known as Ru-MACHO, and Gusev’s Ru-SNS complexes are arguably the most appealing molecular catalysts to access primary alcohols from esters and H2 (Waser, M. et al. Org. Proc. Res. Dev. 2018, 22, 862). This work introduces economically competitive Ru-SNP(O) z complexes (z = 0, 1), which combine key structural elements of both of these catalysts. In particular, the incorporation of SNP heteroatoms into the ligand skeleton was found to be crucial for the design of a more product-selective catalyst in the synthesis of fluoral hemiacetals under kinetically controlled conditions. Based on experimental observations and computational analysis, this paper further extends the current state-of-the-art understanding of the accelerative role of KO-t-C4H9 in ester hydrogenation. It attempts to explain why a maximum turnover is seen to occur starting at ∼25 mol % base, in contrast to only ∼10 mol % with ketones as substrates.

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Liquid phase isomerization of isoprenol into prenol in hydrogen environment

Cited by 10 publications

References 27 publications

The structural and electronic promoting effect of nitrogen-doped carbon nanotubes on supported Pd nanoparticles for selective olefin hydrogenation

The structural and electronic promoting effect of nitrogen-doped carbon nanotubes on supported Pd nanoparticles for selective olefin hydrogenation

Ceria‐Based Solid Catalysts for Organic Chemistry

Engineering Catalysts for Selective Ester Hydrogenation

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