22932-02-1Relevant academic research and scientific papers
Radical-Cations as Intermediates in the Oxidation of Alkenes by Metal Ions
Norman, Julie A.,Thomas, C. Barry,Burrow, Michael J.
, p. 1087 - 1094 (2007/10/02)
The formation of hydroxy acetates in the reaction of some alkenes with lead(IV), cobalt(III), and manganese(III) in acetic acid is demonstrated to involve the intermediacy of alkene radical-cations.A study employing a range of aryl-substituted alkenes has shown that there is an inverse relationship between the yield of hydroxy acetate and the ionisation potential of the organic substrate.The electron deficiency in the radical-cations derived from these alkenes appears to be localised on the double bond: no evidence could be obtained for reaction at the aromatic ring.The introduction of the chlorine atom into this ring had the effect of repressing electron-transfer in cobalt(III) and manganese(III) oxidations but not in those involving lead(IV).
