The addition of bromine atoms to monosubstituted and disubstituted derivatives of ethylene has been studied using the semiempirical MNDO method. The results obtained show that the anti-Markovnikov addition is always produced in monosubstituted olefins, while the attack takes place at the carbon atom bonded to the most electron-withdrawing group in disubstituted ones. The different factors which permit interpretation of this regioselectivity and the effect of substituents on the reaction rate are discussed. © 1988.
|Journal||Journal of Molecular Structure: THEOCHEM|
|Publication status||Published - 1 Jan 1988|