One-step Pd/C and Eu(OTf)(3) catalyzed hydrodeoxygenation of branched C-11 and C-12 biomass-based furans to the corresponding alkanes

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Keskivali , J , Wrigstedt , P , Lagerblom , K & Repo , T 2017 , ' One-step Pd/C and Eu(OTf)(3) catalyzed hydrodeoxygenation of branched C-11 and C-12 biomass-based furans to the corresponding alkanes ' , Applied Catalysis A: General , vol. 534 , pp. 40-45 . https://doi.org/10.1016/j.apcata.2017.01.017

Title: One-step Pd/C and Eu(OTf)(3) catalyzed hydrodeoxygenation of branched C-11 and C-12 biomass-based furans to the corresponding alkanes
Author: Keskivali, Juha; Wrigstedt, Pauli; Lagerblom, Kalle; Repo, Timo
Contributor: University of Helsinki, Department of Chemistry
University of Helsinki, Department of Chemistry
University of Helsinki, Department of Chemistry
University of Helsinki, Department of Chemistry
Date: 2017-03-25
Language: eng
Number of pages: 6
Belongs to series: Applied Catalysis A: General
ISSN: 0926-860X
URI: http://hdl.handle.net/10138/300365
Abstract: Solvent-free NaOH catalyzed aldol condensation of biomass-derived 5-hydroxymethyl furfural (HMF) and furfural with methyl isobutyl ketone (MIBK) was studied, producing branched C-11 and C-12 furan compounds in high yields of up to 96%. Through use of a Pd/C and Eu(OTf)(3) catalytic system, the condensation products of the bio-based starting materials were further hydrodeoxygenated (HDO) in one-step to biofuel compatible branched alkanes 2-methylundecane (3) and 2-methyldecane (4) in excellent yields of 90% and 98%, respectively. In the one-step HDO developed herein, the variation of solvent had a significant effect on the reaction route and degree of conversion of furans to alkanes in the HDO process. Very high overall yields of alkanes 3 (86%) and 4 (94%) were obtained starting from the biomass-based HMF and furfural. (C) 2017 Elsevier B.V. All rights reserved.
Subject: Biofuel
Catalysis
Hydrodeoxygenation
Biomass
Alkanes
O BOND HYDROGENOLYSIS
PLATFORM CHEMICALS
ALDOL-CONDENSATION
BIODERIVED FURANS
LIQUID ALKANES
CYCLIC ETHERS
RANGE ALKANES
DEHYDRATION
FRUCTOSE
ALCOHOL
116 Chemical sciences
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