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From Biomass-Derived Furans to Aromatics with Ethanol over Zeolite

Teixeira, IF; Lo, BTW; Kostetskyy, P; Stamatakis, M; Ye, L; Tang, CC; Mpourmpakis, G; (2016) From Biomass-Derived Furans to Aromatics with Ethanol over Zeolite. Angewandte Chemie International Edition , 55 (42) pp. 13061-13066. 10.1002/anie.201604108. Green open access

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Abstract

We report anovel catalytic conversion of biomass-derived furans and alcohols to aromatics over zeolite catalysts.Aromatics are formed via Diels–Alder cycloaddition withethylene,whichisproduced in situ from ethanol dehydration.The use of liquid ethanol instead of gaseous ethylene,asthesource of dienophile in this one-pot synthesis,makes thearomatics production muchsimpler and renewable,circum-venting the use of ethylene at high pressure.More importantly,both our experiments and theoretical studies demonstrate thatthe use of ethanol instead of ethylene,results in significantlyhigher rates and higher selectivity to aromatics,due to loweractivation barriers over the solid acid sites.Synchrotron-diffraction experiments and proton-affinity calculations clearlysuggest that apreferred protonation of ethanol over the furan isakey step facilitating the Diels–Alder and dehydrationreactions in the acid sites of the zeolite.

Type: Article
Title: From Biomass-Derived Furans to Aromatics with Ethanol over Zeolite
Open access status: An open access version is available from UCL Discovery
DOI: 10.1002/anie.201604108
Publisher version: http://doi.org/10.1002/anie.201604108
Language: English
Additional information: © 2016 Wiley-VCH Verlag GmbH &Co. KGaA, Weinheim. This is the peer reviewed version of the following article: Teixeira, IF; Lo, BTW; Kostetskyy, P; Stamatakis, M; Ye, L; Tang, CC; Mpourmpakis, G; (2016) From Biomass-Derived Furans to Aromatics with Ethanol over Zeolite. Angewandte Chemie International Edition, 55 (42) pp. 13061-13066. 10.1002/anie.201604108., which has been published in final form at http://dx.doi.org/10.1002/anie.201604108. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
Keywords: Science & Technology, Physical Sciences, Chemistry, Multidisciplinary, Chemistry, biomass, cycloaddition, ethanol, structure elucidation, zeolites, LIGNOCELLULOSIC BIOMASS, PLATFORM MOLECULES, P-XYLENE, CONVERSION, ETHYLENE, DEHYDRATION, CATALYSTS, ZSM-5, FUELS
UCL classification: UCL
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science > Dept of Chemical Engineering
URI: https://discovery.ucl.ac.uk/id/eprint/1501060
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