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Mechanism of Glucose Isomerization Using a Solid Lewis Acid Catalyst in Water
Author(s) -
RománLeshkov Yuriy,
Moliner Manuel,
Labinger Jay A.,
Davis Mark E.
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201004689
Subject(s) - isomerization , intramolecular force , chemistry , lewis acids and bases , catalysis , aqueous solution , tin , hydride , mechanism (biology) , combinatorial chemistry , organic chemistry , hydrogen , physics , quantum mechanics
Other way round : 1 H and 13 C NMR spectroscopy on isotopically labeled glucose reveals that in the presence of tin‐containing zeolite Sn‐Beta, the isomerization reaction of glucose in water proceeds by way of an intramolecular hydride shift (see scheme) rather than proton transfer. This is the first mechanistic demonstration of Sn‐Beta acting as a Lewis acid in a purely aqueous environment.