Journal of Siberian Federal University. Chemistry / Chemoselective Hydrogenation of –C=O Bond in Multiple Unsaturated Compounds Over Metals Supported on Mesoporous Materials

Full text (.pdf)
Issue
Journal of Siberian Federal University. Chemistry. 2019 12 (4)
Authors
Simakova, Irina L.; Demidova, Yuliya S.; Simakov, Andrey V.; Murzin, Dmitry Yu.
Contact information
Simakova, Irina L.: Boreskov Institute of Catalysis SB RAS 5 Akademika Lavrentieva, Novosibirsk, 630090, Russia; Novosibirsk State University 2 Pirogova Str., Novosibirsk, 630090, Russia; ; Demidova, Yuliya S.: Boreskov Institute of Catalysis SB RAS 5 Akademika Lavrentieva, Novosibirsk, 630090, Russia; Novosibirsk State University 2 Pirogova Str., Novosibirsk, 630090, Russia; Simakov, Andrey V.: Universidad Nacional Autónoma de México Centro de Nanociencias y Nanotecnología, km. 107 carretera Tijuana a Ensenada Ensenada, Baja California, C.P. 22860, México; Murzin, Dmitry Yu.: Process Chemistry Centre, Åbo Akademi University Turku/Åbo, FI-20500, Finland
Keywords
Pd; Pt; Ir; Re; multiple unsaturated compounds; crotonaldehyde; crotyl alcohol; competitive hydrogenation; Pd; Pt; Ir; Re; alumina; carbon
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 ac

Pages
536-549
DOI
10.17516/1998-2836-0149
Paper at repository of SibFU
https://elib.sfu-kras.ru/handle/2311/127130