Journal of Organic Chemistry p. 3720 - 3725 (1984)
Update date:2022-08-17
Topics:
Eberhardt, Manfred K.
A reaction of ethanol with Fe2+-ethylenediaminetetraacetate (EDTA)-O2 to give ethylene is described.This olefin-forming reaction was observed with a wide variety of compounds (alcohols, halides, ethers, acetates, ethyl sulfide, and N,N-diethylaniline).Olefins were also produced with Cu+-O2 in acidic solution and Fe2+-EDTA-H2O2 and in some cases with Fe2+-H2O2.The effect of H+, H2O2, EDTA, Fe2+, and O2 concentrations on olefin formation was investigated.A mechanism involving formation of a β-substituted radical, followed by a simultaneous electron transfer and elimination of the leaving group (reductive elimination) is proposed.
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