Abstract
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 system or by benzoyl peroxide. Depending on the values of the relative addition rate constants, the monomers can be arranged into the following series (X): CF3≈C4H9<SiMe3<CO2Me<CN. The relatively nucleophilic character of the benzyl radical has been shown. It was found that under the initiation conditions by the Fe(CO)5 + DMF system, the addition stage proceeds by a free radical mechanism.
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A. N. Nesmeyanov Institute of Heteroorganic Compounds, Russian Academy of Sciences, 117813 Moscow. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 9, pp. 2017–2022, September, 1992.
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Terent'ev, A.B., Gapusenko, S.I., Vasil'eva, T.T. et al. Relative kinetics of the radical addition of benzyl bromide to unsaturated compounds. Russ Chem Bull 41, 1567–1571 (1992). https://doi.org/10.1007/BF00863574
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DOI: https://doi.org/10.1007/BF00863574