期刊
GREEN CHEMISTRY
卷 14, 期 10, 页码 2738-2746出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2gc36265a
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资金
- US Department of Energy-Office of Basic Energy Sciences [DE-FG02-10ER16193]
The present study of rapid degradation of the key biorefining building block 5-hydroxymethylfurfural (HMF) in an ionic liquid (IL), 1-ethyl-3-methylimidazolium acetate ([EMIM]OAc), has led to highly selective and efficient upgrading of HMF to 5,5'-di(hydroxymethyl)furoin (DHMF), a promising C-12 kerosene/jet fuel intermediate. This HMF upgrading reaction is carried out under industrially favourable conditions (i.e., ambient atmosphere and 60-80 degrees C), catalyzed by N-heterocyclic carbenes (NHCs), and complete within 1 h; this process selectively produces DHMF with yields up to 98% (by HPLC or NMR) or 87% (unoptimized, isolated yield). Mechanistic studies have yielded four lines of evidence that support the proposed carbene catalytic cycle for this upgrading transformation catalyzed by the acetate IL and NHCs.
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