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The Substituent Effects of tert-Butyl Radical Addition to 2-Substituted Allyl Chlorides
Authors:Yuh-Wern Wu
Abstract:The relative rates for the addition reactions of tert-butyl radical to 2-substituted ally chlorides I have een determined. The correlation of log k/k0, vs. σm gives a ρ mvalue of 3.59 with correlation coefficient of 0.930. When the substituent CH2Cl is excluded, correlation coefficient raises to 0.990 and ρ value becomes 3.39. The large p value and the deviation of relative rate of substituent CH2C1 are discussed.
Keywords:tert-Butyl radical  Polar effect  Substituent effect  Nucleophilic  SH2′   mechanism
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