Cobalt Schiff Base Complex-Catalyzed Oxidation of Anilines with tert-Butyl Hydroperoxide

…, K Maruyama, K Murata, A Nishinaga

Index: Foerster, Stefan; Rieker, Anton; Maruyama, Kazushige; Murata, Kunihiko; Nishinaga, Akira Journal of Organic Chemistry, 1996 , vol. 61, # 10 p. 3320 - 3326

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Citation Number: 36

Abstract

Cobalt Schiff base complexes [Co (SB)] catalyze the oxidation of anilines (1) with tert-butyl hydroperoxide to give nitrobenzenes 2 and 4-(tert-butylperoxy)-2, 5-cyclohexadien-1-imine derivatives 3 in yield distributions depending on the substitution mode of the substrate. 4- Alkyl-and 4-aryl-2, 6-di-tert-butylanilines gave mixtures of 2 and 3, where the higher the bulkiness of the 4-substituent, the higher the yield of 2. With 2, 4, 6-trimethylaniline, the ...