Standard

Chemoselective hydrogenation of –C=O bond in multiple unsaturated compounds over metals supported on mesoporous materials. / Simakova, Irina L.; Demidova, Yuliya S.; Simakov, Andrey V. et al.

In: Journal of Siberian Federal University: Chemistry, Vol. 12, No. 4, 01.01.2019, p. 536-549.

Research output: Contribution to journal › Article › peer-review

Harvard

Simakova, IL, Demidova, YS, Simakov, AV & Murzin, DY 2019, 'Chemoselective hydrogenation of –C=O bond in multiple unsaturated compounds over metals supported on mesoporous materials', Journal of Siberian Federal University: Chemistry, vol. 12, no. 4, pp. 536-549. https://doi.org/10.17516/1998-2836-0149

APA

Simakova, I. L., Demidova, Y. S., Simakov, A. V., & Murzin, D. Y. (2019). Chemoselective hydrogenation of –C=O bond in multiple unsaturated compounds over metals supported on mesoporous materials. Journal of Siberian Federal University: Chemistry, 12(4), 536-549. https://doi.org/10.17516/1998-2836-0149

Vancouver

Simakova IL, Demidova YS, Simakov AV, Murzin DY. Chemoselective hydrogenation of –C=O bond in multiple unsaturated compounds over metals supported on mesoporous materials. Journal of Siberian Federal University: Chemistry. 2019 Jan 1;12(4):536-549. doi: 10.17516/1998-2836-0149

Author

Simakova, Irina L. ; Demidova, Yuliya S. ; Simakov, Andrey V. et al. / Chemoselective hydrogenation of –C=O bond in multiple unsaturated compounds over metals supported on mesoporous materials. In: Journal of Siberian Federal University: Chemistry. 2019 ; Vol. 12, No. 4. pp. 536-549.

BibTeX

@article{29a4504b33154deb9e5c255a7b1e6531,
title = "Chemoselective hydrogenation of –C=O bond in multiple unsaturated compounds over metals supported on mesoporous materials",
abstract = "Liquid-phase hydrogenation of crotonaldehyde in non-polar and polar solvents was studied on monometallic Pd, Pt, Ir, Re catalysts using mesoporous Sibunit and Al2O3 as supports. In the presence of Pd the -C=C- bond of crotonaldehyde was preferably hydrogenated to form butanal, while butanal and crotyl alcohol are formed over Ir catalysts. Crotonaldehyde hydrogenation in 1,4-dioxane did not exhibit further butanal to butanol hydrogenation. Application of Re as a catalyst leads to formation of crotyl alcohol, with activity being, however, twofold lower than of Ir catalysts. Pt/C is almost inactive in the hydrogenation of crotonaldehyde. Formation of crotyl alcohol occurs most efficiently over Ir/Al2O3 in aprotic nonpolar solvents (decane), with selectivity to crotyl alcohol increasing with temperature showing 30% at 25% conversion under 180 °C and hydrogen pressure 0.84 MPa. Crotonaldehyde hydrogenation in a polar protonic solvent (ethanol) results in butanal acetalization.",
keywords = "Alumina, Carbon, Competitive hydrogenation, Crotonaldehyde, Crotyl alcohol, Ir, Multiple unsaturated compounds, Pd, Pt, Re, multiple unsaturated compounds, crotonaldehyde, crotyl alcohol, competitive hydrogenation, Pd, Pt, Ir, Re, alumina, carbon, SELECTIVE HYDROGENATION, CATALYTIC-HYDROGENATION, PHASE HYDROGENATION, CROTONALDEHYDE, CARBON, ACID, IR",
author = "Simakova, {Irina L.} and Demidova, {Yuliya S.} and Simakov, {Andrey V.} and Murzin, {Dmitry Yu}",
year = "2019",
month = jan,
day = "1",
doi = "10.17516/1998-2836-0149",
language = "English",
volume = "12",
pages = "536--549",
journal = "Журнал Сибирского федерального университета. Серия: Химия.",
issn = "1998-2836",
publisher = "SIBERIAN FEDERAL UNIV",
number = "4",

}

RIS

TY - JOUR

T1 - Chemoselective hydrogenation of –C=O bond in multiple unsaturated compounds over metals supported on mesoporous materials

AU - Simakova, Irina L.

AU - Demidova, Yuliya S.

AU - Simakov, Andrey V.

AU - Murzin, Dmitry Yu

PY - 2019/1/1

Y1 - 2019/1/1

N2 - Liquid-phase hydrogenation of crotonaldehyde in non-polar and polar solvents was studied on monometallic Pd, Pt, Ir, Re catalysts using mesoporous Sibunit and Al2O3 as supports. In the presence of Pd the -C=C- bond of crotonaldehyde was preferably hydrogenated to form butanal, while butanal and crotyl alcohol are formed over Ir catalysts. Crotonaldehyde hydrogenation in 1,4-dioxane did not exhibit further butanal to butanol hydrogenation. Application of Re as a catalyst leads to formation of crotyl alcohol, with activity being, however, twofold lower than of Ir catalysts. Pt/C is almost inactive in the hydrogenation of crotonaldehyde. Formation of crotyl alcohol occurs most efficiently over Ir/Al2O3 in aprotic nonpolar solvents (decane), with selectivity to crotyl alcohol increasing with temperature showing 30% at 25% conversion under 180 °C and hydrogen pressure 0.84 MPa. Crotonaldehyde hydrogenation in a polar protonic solvent (ethanol) results in butanal acetalization.

AB - Liquid-phase hydrogenation of crotonaldehyde in non-polar and polar solvents was studied on monometallic Pd, Pt, Ir, Re catalysts using mesoporous Sibunit and Al2O3 as supports. In the presence of Pd the -C=C- bond of crotonaldehyde was preferably hydrogenated to form butanal, while butanal and crotyl alcohol are formed over Ir catalysts. Crotonaldehyde hydrogenation in 1,4-dioxane did not exhibit further butanal to butanol hydrogenation. Application of Re as a catalyst leads to formation of crotyl alcohol, with activity being, however, twofold lower than of Ir catalysts. Pt/C is almost inactive in the hydrogenation of crotonaldehyde. Formation of crotyl alcohol occurs most efficiently over Ir/Al2O3 in aprotic nonpolar solvents (decane), with selectivity to crotyl alcohol increasing with temperature showing 30% at 25% conversion under 180 °C and hydrogen pressure 0.84 MPa. Crotonaldehyde hydrogenation in a polar protonic solvent (ethanol) results in butanal acetalization.

KW - Alumina

KW - Carbon

KW - Competitive hydrogenation

KW - Crotonaldehyde

KW - Crotyl alcohol

KW - Ir

KW - Multiple unsaturated compounds

KW - Pd

KW - Pt

KW - Re

KW - multiple unsaturated compounds

KW - crotonaldehyde

KW - crotyl alcohol

KW - competitive hydrogenation

KW - Pd

KW - Pt

KW - Ir

KW - Re

KW - alumina

KW - carbon

KW - SELECTIVE HYDROGENATION

KW - CATALYTIC-HYDROGENATION

KW - PHASE HYDROGENATION

KW - CROTONALDEHYDE

KW - CARBON

KW - ACID

KW - IR

UR - http://www.scopus.com/inward/record.url?scp=85078599909&partnerID=8YFLogxK

U2 - 10.17516/1998-2836-0149

DO - 10.17516/1998-2836-0149

M3 - Article

AN - SCOPUS:85078599909

VL - 12

SP - 536

EP - 549

JO - Журнал Сибирского федерального университета. Серия: Химия.

JF - Журнал Сибирского федерального университета. Серия: Химия.

SN - 1998-2836

IS - 4

ER -

ID: 23263544