Abstract
AbstractThe aerobic oxidation of 5‐hydroxymethylfurfural, a versatile biomass‐derived chemical, is examined in water with a titania‐supported gold‐nanoparticle catalyst at ambient temperature (30 °C). The selectivity of the reaction towards 2,5‐furandicarboxylic acid and the intermediate oxidation product 5‐hydroxymethyl‐2‐furancarboxylic acid is found to depend on the amount of added base and the oxygen pressure, suggesting that the reaction proceeds via initial oxidation of the aldehyde moiety followed by oxidation of the hydroxymethyl group of 5‐hydroxymethylfurfural. Under optimized reaction conditions, a 71 % yield of 2,5‐furandicarboxylic acid is obtained at full 5‐hydroxymethylfurfural conversion in the presence of excess base.
References
27
Referenced
301
10.1039/b615413a
10.1021/cr050989d
10.1007/10_2006_040
10.1002/cssc.200700168
10.1007/10_2006_039
-
J. Lewkowski ARKIVOC2001 I 17–54.
(
10.3998/ark.5550190.0002.102
) {'key': 'e_1_2_6_7_2', 'first-page': '70', 'volume': '25', 'author': 'Taarning E.', 'year': '2007', 'journal-title': 'Chim. Oggi'}
/ Chim. Oggi by Taarning E. (2007)10.1023/B:TOCA.0000013537.13540.0e
- T. Werpy G. Petersen Top Value Added Chemicals from Biomass Vol.12004 26–28; available at:http://www.osti.gov/bridge(accessed May 2009).
10.1016/S0167-2991(08)61145-3
10.1021/ol034572a
10.1016/j.apcata.2005.05.006
10.1002/1615-4169(20010129)343:1<102::AID-ADSC102>3.0.CO;2-Q
10.1016/S1566-7367(02)00261-3
- M. A. Lilga R. T. Hallen J. Hu J. F. White M. J. Gray US Patent 20080103318 2008.
10.1016/j.jcat.2007.06.011
10.1007/s11244-007-0304-x
10.1016/j.jcat.2007.06.001
10.1002/ange.200601180
10.1002/anie.200601180
10.1039/b714232c
10.1039/B712171G
10.1039/b714292g
10.1002/cssc.200700033
10.1016/j.jcat.2007.08.004
10.1007/s10562-008-9688-x
{'key': 'e_1_2_6_26_2', 'volume-title': 'Oxidation and Reduction in Organic Synthesis', 'author': 'Donohoe T. J.', 'year': '1994'}
/ Oxidation and Reduction in Organic Synthesis by Donohoe T. J. (1994)
Dates
Type | When |
---|---|
Created | 16 years, 1 month ago (July 10, 2009, 6:21 p.m.) |
Deposited | 1 year, 11 months ago (Sept. 28, 2023, 10:22 p.m.) |
Indexed | 3 days, 15 hours ago (Aug. 29, 2025, 6:07 a.m.) |
Issued | 16 years, 1 month ago (July 10, 2009) |
Published | 16 years, 1 month ago (July 10, 2009) |
Published Online | 16 years, 1 month ago (July 10, 2009) |
Published Print | 16 years, 1 month ago (July 20, 2009) |
@article{Gorbanev_2009, title={Gold‐Catalyzed Aerobic Oxidation of 5‐Hydroxymethylfurfural in Water at Ambient Temperature}, volume={2}, ISSN={1864-564X}, url={http://dx.doi.org/10.1002/cssc.200900059}, DOI={10.1002/cssc.200900059}, number={7}, journal={ChemSusChem}, publisher={Wiley}, author={Gorbanev, Yury Y. and Klitgaard, Søren K. and Woodley, John M. and Christensen, Claus H. and Riisager, Anders}, year={2009}, month=jul, pages={672–675} }