One-step Pd/C and Eu(OTf)(3) catalyzed hydrodeoxygenation of branched C-11 and C-12 biomass-based furans to the corresponding alkanes
| Autor: | Kalle Lagerblom, Timo Repo, Pauli Wrigstedt, Juha Keskiväli |
|---|---|
| Přispěvatelé: | Department of Chemistry, Timo Repo / Principal Investigator |
| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
116 Chemical sciences
Alcohol ALCOHOL 010402 general chemistry Furfural 7. Clean energy 01 natural sciences Catalysis chemistry.chemical_compound PLATFORM CHEMICALS Biofuel LIQUID ALKANES Furan DEHYDRATION FRUCTOSE Alkanes ALDOL-CONDENSATION Organic chemistry BIODERIVED FURANS Biomass 010405 organic chemistry Process Chemistry and Technology Hydrodeoxygenation CYCLIC ETHERS 0104 chemical sciences Solvent Methyl isobutyl ketone O BOND HYDROGENOLYSIS chemistry RANGE ALKANES Aldol condensation |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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