Source:http://linkedlifedata.com/resource/pubmed/id/21268148
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
5
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pubmed:dateCreated |
2011-1-26
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pubmed:abstractText |
The dehydration of glucose and other hexose carbohydrates to 5-(hydroxymethyl)furfural (HMF) was investigated in imidazolium-based ionic liquids with boric acid as a promoter. A yield of up to 42% from glucose and as much as 66% from sucrose was obtained. The yield of HMF decreased as the concentration of boric acid exceeded one equivalent, most likely as a consequence of stronger fructose-borate chelate complexes being formed. Computational modeling with DFT calculations confirmed that the formation of 1:1 glucose-borate complexes facilitated the conversion pathway from glucose to fructose. Deuterium-labeling studies elucidated that the isomerization proceeded via an ene-diol mechanism, which is different to that of the enzyme-catalyzed isomerization of glucose to fructose. The introduced non-metal system containing boric acid provides a new direction in the search for catalyst systems allowing efficient HMF formation from biorenewable sources.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/5-hydroxymethylfurfural,
http://linkedlifedata.com/resource/pubmed/chemical/Boric Acids,
http://linkedlifedata.com/resource/pubmed/chemical/Furaldehyde,
http://linkedlifedata.com/resource/pubmed/chemical/Glucose,
http://linkedlifedata.com/resource/pubmed/chemical/Ionic Liquids,
http://linkedlifedata.com/resource/pubmed/chemical/boric acid
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pubmed:status |
MEDLINE
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pubmed:month |
Feb
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pubmed:issn |
1521-3765
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pubmed:author | |
pubmed:copyrightInfo |
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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pubmed:issnType |
Electronic
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pubmed:day |
1
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pubmed:volume |
17
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1456-64
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pubmed:meshHeading | |
pubmed:year |
2011
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pubmed:articleTitle |
Metal-free dehydration of glucose to 5-(hydroxymethyl)furfural in ionic liquids with boric acid as a promoter.
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pubmed:affiliation |
Centre for Catalysis and Sustainable Chemistry, Department of Chemistry, Technical University of Denmark, 2800 Kgs. Lyngby, Denmark.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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