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Oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran with molecular oxygen in the presence of N-hydroxyphthalimide

Authors
Journal
Catalysis Communications
1566-7367
Publisher
Elsevier
Publication Date
Volume
57
Identifiers
DOI: 10.1016/j.catcom.2014.08.005
Keywords
  • Aerobic Oxidation
  • N-Hydroxyphthalimide
  • Homogenous Catalysis
  • 5-Hydroxymethylfurfural
  • Kinetics
  • 2
  • 5-Diformylfuran

Abstract

Abstract Catalytic system Cu(NO3)2/NHPI can be successfully used for the mild oxidation of 5-hydroxymethylfurfural (HMF) to 2,5-diformylfuran with molecular oxygen. The oxidation reaction takes place at 50°C and 1atm O2 and selectively converts the primary hydroxymethyl group of HMF to the aldehyde one. The selective formation of aromatic aldehyde is observed because of the higher rate of hydrogen abstraction from primary alcohols by the phthalimide-N-oxyl radical, as compared to the rate of the hydrogen abstraction from the aldehydes.

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