Reactions of palladium(II) with organic compounds. Part I. Oxidative cyclisation of 3-methyl-3-phenylbut-1-ene and 3,3,3-triphenylpropene
Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39700001879
Abstract
The olefins PhR2C·CH:CH2(R = Ph or Me) undergo oxidative cyclisation to give the corresponding 1,1-disubstituted indenes when treated with palladium(II) acetate in acetic acid at 80°. Evidence is adduced that reaction does not occur via the expected oxypalladation adducts and that little or no carbonium-ion character is generated in the olefinic carbon skeleton during reaction. The probable pathway involves a relatively slow intramolecular electrophilic aromatic substitution within a π-olefin complex.
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Journal Name:Journal of the Chemical Society C: Organic
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CAS no.: 89640-58-4