NEW 1,1-AMINO HYDROPEROXIDES FROM REGIOSELECTIVE OXYGENATION OF 4-(N-ARYLMETHYLENEAMINO)-2,6-DI-t-BUTYLPHENOLS.

Article abstract of DOI:10.1016/S0040-4039(00)71388-8

The oxygenation of 4-(N-arylmethyleneamino)-2,6-di-t-butylphenols with Co(Salpr), a five coordinate Co(II) Schiff base complex, in CH2Cl2 results in the regioselective hydroperoxylation at the imino carbon to give N-(1-aryl-1-hydroperoxymethyl)-3,5-di-t-butyl-p-benzoquinone monoimines, which give exclusively the corresponding amides and 2,6-di-t-butyl-p-benzoquinone in an aerobic solution of KOH in 90percent EtOH.