Chemical and Pharmaceutical Bulletin p. 1894 - 1896 (1991)
Update date:2022-08-17
Topics:
Takizawa
Nagano
Hirobe
Enones can be epoxidized by O2-. in the presence of various compounds having an acidic >NH group. Cyclic voltammetry and ESR study show that O2-. was disproportionated into H2O2 and O2 by these compounds. Furthermore, H2O2 was deprotonated by unreacted O2-. and HOO- was formed, which is widely known to be the effective oxidant in the epoxidation of enones. This confirms the strong basicity of O2-. in aprotic media, and we propose an alternative scheme for the Haber-Weiss reaction in the absence of metal ions.
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