Mechanochemical Transformations of the Crystalline Anomers of D-Glucose
KONSTANTIN G. KOROLEV, OLEG I. LOMOVSKY, NIKOLAY F. UVAROV and VYACHESLAV L. SALENKO
Institute of Solid State Chemistry and Mechanochemistry, Siberian Branch
of the Russian Academy of Sciences, Ul. Kutateladze 18, Novosibirsk 630128 (Russia), E-mail: issc@solid.nsc.ru
Pages: 339-346
Abstract
The transformations that proceed during mechanochemical treatment of the crystalline anomers of
D-glucose have been studied. It is established that a solid organic acid or solid inorganic ampholyte (NaHCO3) are efficient catalysts of the solid-phase anomerization of D-glucose. It is demonstrated that mechanical activation in the presence of a solid organic acid gives rise to the products of D-glucose dimerization. b-D-glucose shows the highest reactivity in reactions of solid-phase anomerization and dimerization. The difference in reactivity between the two crystalline anomers arises from the efficient mechanism of proton transfer inherent in the b-anomer. Unlike α-D-glucose, the β-anomer shows electrical conduction, which is most likely to be due to proton transfer for this class of substances. Conduction of crystalline β-D-glucose depends on the defectness and correlates with the reaction rate of mechanochemical anomerization.
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