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The First Molecular Level Monitoring of Carbohydrate Conversion to 5‐Hydroxymethylfurfural in Ionic Liquids. B 2 O 3 —An Efficient Dual‐Function Metal‐Free Promoter for Environmentally Benign Applications
Author(s) -
Khokhlova Elena A.,
Kachala Vadim V.,
Ananikov Valentine P.
Publication year - 2012
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201100670
Subject(s) - ionic liquid , chemistry , fructose , dissolution , anomer , carbohydrate , sugar , ionic bonding , metal , organic chemistry , inorganic chemistry , catalysis , ion
The mechanistic nature of the conversion of carbohydrates to the sustainable platform chemical 5‐hydroxymethylfurfural (5‐HMF) was revealed at the molecular level. A detailed study of the key sugar units involved in the biomass conversion process has shown that the simple dissolution of fructose in the ionic liquid 1‐butyl‐3‐methylimidazolium chloride significantly changes the anomeric composition and favors the formation of the open fructoketose form. A special NMR approach was developed for the determination of molecular structures and monitoring of chemical reactions directly in ionic liquids. The transformation of glucose to 5‐HMF has been followed in situ through the detection of intermediate species. A new environmentally benign, easily available, metal‐free promoter with a dual functionality (B 2 O 3 ) was developed for carbohydrate conversion to 5‐HMF.