Liquid-phase metal-centred autoxidation of cyclo-octene promoted by rhodium species
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in J. Chem. Soc., Dalton Trans.
- No. 22,p. 2440-2443
- https://doi.org/10.1039/dt9750002440
Abstract
The rhodium(I)-promoted autoxidation of cyclo-octene, in benzene at 74 °C, gives non-catalytic yields of cyclo-oct-1-en-3-one and cyclo-octanone by a route independent of radical chains and a Wacker cycle. With added styrene, or in NN-dimethylacetamide, the oxidation is catalytic (6 mol of products per mol Rh). The oxidation is interpreted in terms of a rate-limiting metal-centred insertion of oxygen into an allylic carbon–hydrogen bond and subsequent reactions of the resulting cyclo-oct-1-en-3-ol.Keywords
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