Ab. Terentev et al., RELATIVE KINETICS OF THE RADICAL-ADDITION OF BENZYL BROMIDE TO UNSATURATED-COMPOUNDS, Bulletin of the Russian Academy of Sciences, Division of Chemical Sciences, 41(9), 1992, pp. 1567-1571
The relative rate constants of the addition of the C6H5CH2 radical to
unsaturated compounds CH2 = CHX (X = C4H9, SiMe3, CF3, CO2Me, CN) were
determined under the conditions of initiation by the Fe(CO)5 + DMF sy
stem or by benzoyl peroxide. Depending on the values of the relative a
ddition rate constants, the monomers can be arranged into the followin
g series (X): CF3 almost-equal-to C4H9 < SiMe3 < CO2Me < CN. The relat
ively nucleophilic character of the benzyl radical has been shown. It
was found that under the initiation conditions by the Fe(CO)5 + DMF sy
stem, the addition stage proceeds by a free radical mechanism.