Efficient metal-free conversion of glucose to 5-hydroxymethylfurfural using a boronic acid
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13399_2018_346_ReferencePDF.pdf
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575.01 KB
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Checksum (MD5)
575f0c3a27c51a6eee5c337591704e4a
Author(s)
Graham, Brian J
Raines, Ronald T
Date Issued
December 4, 2018
Publisher
Springer Berlin Heidelberg
Version
Author's final manuscript
Abstract
Abstract
5-Hydroxymethylfurfural (HMF), which can be synthesized from hexose sugars without rearrangement of their carbon framework, is a key platform chemical that is readily convertible into fuels and chemicals that are now derived from petroleum. Methods to convert glucose, which is readily accessible from cellulose, to HMF typically rely on toxic heavy metals or harsh acidic conditions and often give low yields or low selectivity. Here, we report on a mild, efficient, and metal-free process that uses an organocatalyst, 2-carboxyphenylboronic acid, along with small amounts of chloride ion to effect the selective transformation of glucose to HMF.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Creative Commons Attribution-Noncommercial-Share Alike
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DOI of Published Version
https://doi.org/10.1007/s13399-018-0346-2
