KINETICS AND MECHANISM OF THE INTERACTION OF AMINES WITH ARYL BETA-HALOETHYL SULFONES

The influence of a number of factors, i.e. amine basicity, substrate s tructure, temperature and deuterium isotope effect, on the rate of phe nyl beta-bromoethyl sulphone and aryl beta-chloroethyl sulphone 1,2-el imination by reaction with amines in acetonitrile was investigated. On the basis of a comparative analysis of the rho(0), beta, k(H)/k(D), D elta H-double dagger and Delta S-double dagger values obtained with th ose for the reaction of beta-halopropiophenone 1,2-elimination, the co nclusion was drawn that the E2 mechanism with an anion-like transition state occurs for the given substrates under the conditions studied.