Palladium(II)-catalyzed oxidation of primary amines by bromamine-T in alkaline medium: A kinetic and mechanistic study

Oxidations of n-propyl, n-butyl and n-hexylamines by bromamine-T (BAT), catalyzed by Pd(II), in alkaline medium have been kinetically studied at 30 degreesC. The reaction rate shows a first-order dependence on [BAT], a fractional-order dependence each on [NaOH] and [Pd(II)], and an inverse fractional-order dependence oil [Cl-]. The reaction rate is independent of [amine]. The addition of the reduction product of BAT, p-toluenesulfonamide, and the variation of dielectric constant of the solvent have no effect on the rate. The catalytic constants were calculated at different temperatures. Activation parameters were evaluated.