Abstract

The reactions of the olefins Ph2ArC·CHCH2(Ar = Ph and p-anisyl) with lead tetra-acetate and with iodine in the presence of silver acetate have been studied and conclusions have been reached about the mechanisms of oxidation (which, in all cases, is accompanied by rearrangement). In particular, evidence is adduced that a carbonium ion is formed at each of two phases of the reaction with each reagent. The olefins Ph2ArC·CMeCH2(Ar = Ph and p-anisyl) are not oxidised by lead tetra-acetate under the same conditions, although evidence was obtained that the latter olefin forms a complex with the oxidant.

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