Oxidation of N-benzyl-N-methylhydroxylamines to nitrones. A mechanistic study

MIM Wazeer, S áAsrof Ali

Index: Hassan, Azfar; Wazeer, Mohammed I. M.; Ali, Sk. Asrof Journal of the Chemical Society. Perkin Transactions 2, 1998 , # 2 p. 393 - 399

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Citation Number: 8

Abstract

Oxidation of various N-(o-, m-, p-substituted benzyl)-N-methylhydroxylamines has been carried out using mercury (II) oxide and p-benzoquinone (p-BQ) as oxidants. Hammett plots have been obtained with negative ρ values, showing the development of a positive centre in the transition state. The unstable E nitrones, which readily isomerize to the more stable Z nitrones, are obtained in appreciable quantities and in some cases as the major product. ...