Oxygenation studies. Part I. Rhodium(I)-promoted oxygenation of terminal olefins to methyl ketones
- 1 January 1974
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in J. Chem. Soc., Dalton Trans.
- No. 17,p. 1926-1931
- https://doi.org/10.1039/dt9740001926
Abstract
Hex-1-ene, hept-1-ene, and oct-1-ene are converted to the corresponding methyl ketones with dioxygen at ambient temperature and pressure in benzene solutions of the complexes [RhH(CO)(PPh3)3], (I), and [RhCl(PPh3)3], (II). Small quantities of hexanal and heptanal respectively are also formed from hept-1-ene and oct-1-ene. Higher yields of ketone (70–88% based on the complex) are obtained when [RhCl(PPh3)3] is used. Radical-chain processes have not been detected and the reactions appear to involve co-oxygenation of co-ordinated PPh3 and olefin at the metal centre. Evidence for the formation from [RhCl(PPh3)3] of several complexes which can produce ketones has been obtained. The course of the reaction of the complex [RhCl(PPh3)3] with dioxygen is sensitive to the concentration of the latter.Keywords
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