Journal of the Chemical Society. Chemical communications p. 1433 - 1435 (1986)
Update date:2022-08-25
Topics:
Maskill, H.
Benzyl azoxytoluene-p-sulphonate (1) undergoes heterolytic fragmentation on solvolysis with the anticipated electron flow from benzyl towards the toluene-p-sulphonate leaving group, but suffers concurrent nucleophilic attack by basic solutes at the sulphur atom of the toluene-p-sulphonate moiety with consequent heterolysis and electron flow in the opposite sense, the benzylazoxy group now being the nucleofuge.
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