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| - Kinetics and Mechanism of the Oxidation of SubstitutedBenzaldehydes by Bis(2,2‘-bipyridylyl)copper(II) Permanganate
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| - The oxidation of 35 monosubstitutedbenzaldehydes by bis(2,2‘-bipyridylyl)copper(II)permanganate(BBCP) in aqueous acetic acid leads to the formation of thecorresponding benzoic acids. Thereaction is first order with respect to BBCP.Michaelis−Menten-type kinetics were observed withrespect to the aldehyde concentrations. The oxidation of[2H]benzaldehyde (PhCDO) indicated thepresence of a substantial kinetic isotope effect. The rates ofoxidation of meta- and para-substitutedbenzaldehydes were correlated in terms of Charton's triparametric LDRequation, whereas theoxidation of ortho-substituted benzaldehydes was correlated with thefour parametric LDRSequation. The oxidation of para-substituted benzaldehydes is moresusceptible to the delocalizationeffect than is the oxidation of ortho- and meta-substituted compoundswhich displays a greaterdependence on the field effect. The positive value of η suggeststhe presence of an electron-deficientreaction center in the rate-determining activated complex. Thereaction is subjected to stericacceleration when ortho-substituents are present.
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