Abstract
Kinetics of E2 elimination from 5-substituted 2-(2-thienyl)ethyl tosylates (ρ 2·23) and bromides (ρ 1·89) and from 2-(3-thienyl)ethyl bromide were studied in EtOH–EtONa at 50°. The transition state for these reactions appeared to be very close to that for the corresponding elimination from 2-phenylethyl derivatives. Values of σα(+0·26) and σβ(–0·05) were calculated for the sulphur heteroatom. No significant conjugative interaction exists between sulphur and the negative charge which develops in the transition state of the reaction.
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Schedule a callMore From: Journal of the Chemical Society, Perkin Transactions 2
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