A Novel and Facile Oxidation of D-glucose by N-bromophthalimide in the Presence of Chloro-complex of Ruthenium(III)

Abstract

Kinetics of oxidation of D-glucose (D-Glu) by N-bromopthalimide (NBP, C8H4O2NBr) in presence of [RuCl2(H2O)3OH] as a homogenous catalyst in perchloric acid medium has been investigated. The kinetic results indicate that the reaction was first order on [NBP] and zero order on [D-Glu]. The reaction followed first-order kinetics with respect to Ru(III) chloride in its lower concentration range and tends to zero-order at its higher concentration. Negative effect of [H+] and [Cl−] ions on the rate of oxidation were observed, whereas change of ionic strength (μ) of the medium had no effect on the oxidation velocity. The values of rate constants observed at five different temperatures (298, 303, 308, 313, 318 K) were utilized to calculate the activation parameters. Formic acid and arabinonic acid have been identified as the main oxidation products of the reaction. A plausible mechanism from the results of kinetic studies, reaction stoichiometry, and product analysis has been proposed.