The kinetics of solvolysis of the title compounds, leading t o the formation of carbocations destabilized by a CCI, or a CBr, group, have been studied in various solvents. Destabilization by the CX, group increases with the electronegativity of the halogen X. Plots of log k ws. YoTs for the 1 -(pmethoxyphenyl) -2,2,2-trihalogenoethyl p-toluenesulphonates yield m , , values which are indicative of some deviation from a pure kc process, probably due t o anchimeric assistance by the halogen substituents.Considerable effort has been devoted in the past decade to the study of destabilized carbocations of general structure R'R2ZC+, where Z is an electron-withdrawing group. Substituents Z include CN,' COR,2 PS(OEt),,, PO(OEt)2,4 SOR,' S 0 2 R s and CF, '-' groups.
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