Selective Glucose-to-Fructose Isomerization over Modified Zirconium UiO-66 in Alcohol Media

被引:49
作者
de Mello, Matheus Dorneles [1 ]
Tsapatsis, Michael [1 ]
机构
[1] Univ Minnesota, Dept Chem Engn & Mat Sci, 421 Washington Ave SE, Minneapolis, MN 55455 USA
关键词
carbohydrates; isomerization; Lewis acids; metal-organic frameworks; zeolites; METAL-ORGANIC FRAMEWORKS; ACID-CATALYZED CONVERSION; SN-BETA ZEOLITES; AQUEOUS-MEDIA; WATER; MECHANISM; DERIVATIVES; STABILITY; CHEMISTRY; ISOMERASE;
D O I
10.1002/cctc.201800371
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Modulated zirconium metal-organic framework UiO-66 is shown to catalyze the isomerization of D-glucose to D-fructose in alcohol media. Fructose selectivity can change depending on solvent choice. We hypothesize that the difference in selectivity is related to a combined effect of adsorption and solvation effects, which may lead to the high formation of alkylglucosides in depletion of fructose if methanol or ethanol are used. A fructose selectivity of 72% at 82% glucose conversion in 1-PrOH was achieved. The reaction mechanism was investigated using nuclear magnetic resonance spectroscopy. We demonstrate that UiO-66 isomerizes glucose to fructose through an intramolecular C2-C1 hydride transfer. In addition, we show that modulated UiO-66 is a highly active and stable catalyst at the reaction conditions, showing great potential for other sugar reactions.
引用
收藏
页码:2417 / 2423
页数:7
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