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image/svg+xml Jakob Voss, based on art designer at PLoS, modified by Wikipedia users Nina and Beao Closed Access logo, derived from PLoS Open Access logo. This version with transparent background. http://commons.wikimedia.org/wiki/File:Closed_Access_logo_transparent.svg Jakob Voss, based on art designer at PLoS, modified by Wikipedia users Nina and Beao ChemSusChemarrow_drop_down
image/svg+xml Jakob Voss, based on art designer at PLoS, modified by Wikipedia users Nina and Beao Closed Access logo, derived from PLoS Open Access logo. This version with transparent background. http://commons.wikimedia.org/wiki/File:Closed_Access_logo_transparent.svg Jakob Voss, based on art designer at PLoS, modified by Wikipedia users Nina and Beao
ChemSusChem
Article . 2013 . Peer-reviewed
License: Wiley Online Library User Agreement
Data sources: Crossref
ChemSusChem
Article . 2013
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Lipase‐Mediated Selective Oxidation of Furfural and 5‐Hydroxymethylfurfural

Authors: Monika, Krystof; María, Pérez-Sánchez; Pablo, Domínguez de María;

Lipase‐Mediated Selective Oxidation of Furfural and 5‐Hydroxymethylfurfural

Abstract

AbstractFurfural and 5‐hydroxymethylfurfural (HMF) are important biomass‐derived platform chemicals that can be obtained from the dehydration of lignocellulosic sugars. A possible route for the derivatization of furanics is their oxidation to afford a broad range of chemicals with promising applications (e.g., diacids, hydroxyl acids, aldehyde acids, monomers for novel polymers). Herein we explore the organic peracid‐assisted oxidation of furanics under mild reaction conditions. Using lipases as biocatalysts, alkyl esters as acyl donors, and aqueous solutions of hydrogen peroxide (30 % v/v) added stepwise, peracids are formed in situ, which subsequently oxidize the aldehyde groups to afford carboxylic acids with high yields and excellent selectivities. Furthermore, the use of an immobilized silica‐based 2,2,6,6‐tetramethylpiperidine‐1‐oxyl (TEMPO) affords the selective oxidation of the hydroxymethyl group of HMF to afford 2,5‐diformylfuran. That product can be subsequently oxidized using again lipases for the in situ peracid formation to yield 2,5‐furandicarboxylic acid, which is considered to be a key building block for biorefineries. These lipase‐mediated reactions proceeded efficiently even with high substrate loadings under still non‐optimized conditions. Overall, a proof‐of‐concept for the oxidation of furanics (based on in situ formed organic peracids as oxidants) is provided.

Related Organizations
Keywords

Cyclic N-Oxides, Furaldehyde, Lipase, Oxidation-Reduction, Candida

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
120
Top 1%
Top 10%
Top 10%
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