Abstract
The chain length of the free radical addition reactions of bromodicyanomethane to cyclohexene ( 1a) and to cyclopentene ( 1d) were found to be 2·3 x 10 2 and 1·6 x 10 3, respectively. The addition reaction shows no specific stereoselectivity. The Curtin-Hammett principle is shown to be applicable. Thus the conformation of the transition states can be derived from the observed trans—cis-isomer ratios. The results for cyclohexene ( 1a) and 1-methylcyclohexene ( 1b) indicate that the cyclohexyl radicals possess a planar or nearly planar configuration in the transition state.
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