Abstract
Primary deuterium kinetic isotope effects (K2H/K2D) have been determined for 1,2-elimination from a series of substituted phenethyl bromides and dimethyl(phenethyl)sulphonium bromides in 50·2 mole % Me2SO–H2O. A maximum in the K2H/K2D ratio was observed for the phenethyl bromides but the existence of a maximum could not be determined for the dimethyl(phenethyl)sulphonium bromides. Some evidence for proton tunnelling is presented for the p-methoxy-compounds. Hammett ρ values were determined and the value was larger for the poorer leaving group.
Published Version
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