Journal of Physical Organic Chemistry p. 525 - 533 (1994)
Update date:2022-08-04
Topics:
Matvienko, Viktor N.
Perepichka, Igor F.
Popov, Anatoly F.
Piskunova, Zhanna P.
The influence of a number of factors, i.e. amine basicity, substrate structure, temperature and deuterium isotope effect, on the rate of phenyl β-bromoethyl sulphone and aryl β-chloroethyl sulphone 1,2-elimination by reaction with amines in acetonitrile was investigated.On the basis of a comparative analysis of the ρ0, β, kH/kD, ΔH(excit.) and ΔS25(excit.) values obtained with those for the reaction of β-halopropiophenone 1,2-elimination, the conclusion was drawn that the E2 mechanism with an anion-like transition state occurs for the given substrates under the conditions studied.
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