Journal article
Direct catalytic conversion of biomass-derived furan and ethanol to ethylbenzene
- Abstract:
- Herein, we report a synthetic strategy to convert biomass-derived unsubstituted furan to aromatics at high selectivity, especially to ethylbenzene via alkylation/Diels-Alder cycloaddition using ethanol, while greatly reducing the formation of the main side product, benzofuran, over zeolite catalysts. Using synchrotron X-ray powder diffraction and first principles calculations, it is shown that the above methodology favors the formation of aromatic products due to readily alkylation of furan by the first ethanol molecule, followed by Diels-Alder cycloaddition with derived ethylene from the second ethanol molecule on a Brønsted acid site in a one pot synthesis. This gives a double promoting effect: alkyl substituent(s) on furan creates steric hindrance to inhibit self-coupling to benzofuran while alkylated furan (diene) undergoes Diels-Alder reaction more favorably due to higher HOMO energy.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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(Preview, Accepted manuscript, pdf, 1.5MB, Terms of use)
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- Publisher copy:
- 10.1021/acscatal.7b03952
Authors
- Publisher:
- American Chemical Society
- Journal:
- ACS Catalysis More from this journal
- Publication date:
- 2018-01-10
- Acceptance date:
- 2018-01-10
- DOI:
- EISSN:
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2155-5435
- Keywords:
- Pubs id:
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pubs:817441
- UUID:
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uuid:b6852d1c-9348-4696-b4b2-8b03a78416be
- Local pid:
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pubs:817441
- Source identifiers:
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817441
- Deposit date:
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2018-01-11
Terms of use
- Copyright holder:
- American Chemical Society
- Copyright date:
- 2018
- Notes:
- Copyright © 2018 American Chemical Society. This is the accepted manuscript version of the article. The final version is available online from American Chemical Society at: http://dx.doi.org/10.1021/acscatal.7b03952
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