Hydrogenation of Oximes

Rylander, Paul N.

doi:10.1016/b978-0-12-605355-5.50012-4

Cited by 115 publications

(115 citation statements)

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“… 1 As such, molecular hydrogen represents an ideal and clean reducing agent. 2 Compared to industrially relevant hydrogenations of benzene and related arenes, the reduction of heteroaromatic compounds, especially N-heteroarenes, continues to be a scientific and technical challenge. 3 – 7 Achieving the desired selectivity in the hydrogenation of (iso)quinolones as well as the tolerance of co-existing reducible functionalities provides additional problems.…”

Section: Introductionmentioning

confidence: 99%

A robust iron catalyst for the selective hydrogenation of substituted (iso)quinolones

et al. 2018

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Section: Introductionmentioning

confidence: 99%

A robust iron catalyst for the selective hydrogenation of substituted (iso)quinolones

et al. 2018

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“…Heterogeneous catalytic hydrogenation processes have advantage over homogenous hydrogenations in terms of catalyst separation on the conclusion of the hydrogenation process. Rylander et al [1] have extensively reviewed the catalytic hydrogenation processes providing useful guidelines for selection of catalyst, operating conditions, solvent and generalizing the approach for hydrogenation of specific functional groups. Different functional groups in multi-functional compounds can compete for hydrogenation giving multiple products by hydrogenation of these functional groups.…”

Section: Introductionmentioning

confidence: 99%

“…Various authors have reviewed the different selectivity aspects for hydrogenation of unsaturated aldehydes [1,2,[5][6][7][8][9][10][11][12][13]. In general, hydrogenation of unsaturated aldehydes using platinum as catalyst gives unsaturated alcohols as the major product while use of palladium catalyst produces majorly saturated aldehydes [1]. The presence of more electropositive metal or metal oxide favors hydrogenation of the C=O bond [2,7].…”

Section: Introductionmentioning

confidence: 99%

Kinetics of cinnamaldehyde hydrogenation in four phase system

Khan

Joshi

Ranade

2019

Chemical Engineering Journal

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The kinetics of cinnamaldehyde hydrogenation in four phase system viz. gas (hydrogen)-liquid (cinnamaldehyde + toluene)-liquid (aqueous KOH)-solid (catalyst, 5% Pt/C), [GLLS] system has been studied in this work. As reported, addition of aqueous alkali in hydrogenation of unsaturated aldehydes like cinnamaldehyde shifts selectivity towards unsaturated alcohol, cinnamyl alcohol. The promotion action by alkali metals for improving selectivity towards cinnamyl alcohol involves changes in the adsorption mechanism of the cinnamaldehyde in a way that C=O bond get preferentially hydrogenated. In cinnamaldehyde hydrogenation in presence of promoters two different catalytic sites can be considered, each for C=O and C=C bond hydrogenation. In accordance with this consideration and as demonstrated in various studies on hydrogenation of unsaturated aldehydes, further hydrogenation of intermediate-cinnamyl alcohol (C=C bond hydrogenation) occurs on Pt only sites while cinnamaldehyde and intermediate hydrocinnamaldehyde (both involving C=O bond hydrogenation) are hydrogenated on catalytic 2 sites affected by promoters. This preferential adsorption and hydrogenation through C=O bond leads to the increased selectivity of cinnamyl alcohol. Although, many authors have studied cinnamaldehyde hydrogenation using various promoters, there are very few reports on kinetics in which this two site approach behind promotion action has been considered. The effect of various operating parameters on the rates of hydrogenation was studied and the two site Langmuir-Hinshelwood type of kinetic model was used for evaluating the kinetic parameters by fitting experimental data. The thermodynamic model for estimating the solubility of hydrogen in the reaction mixture was incorporated with this kinetic model.

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“…Thus, their reduction requires harsh conditions (high pressures and temperatures) and continues to be a challenging goal. 6 In general, the hydrogenation of amides proceeds through hemiaminal or related intermediates. 5a , 7 Here, two different pathways (C–O or C–N bond breaking, hydrogenation and hydrogenolysis, respectively) can occur ( Scheme 1 ).…”

Section: Introductionmentioning

confidence: 99%