title: Electrophilicities of bissulfonyl ethylenes.
abstract: Kinetics of the reactions of bissulfonyl ethylenes with various carbanions, a sulfur ylide, and siloxyalkenes have been investigated photometrically at 20 °C. The second-order rate constants have been combined with the known nucleophile- specific parameters N and s(N) for the nucleophiles to calculate the empirical electrophilicity parameters E of bissulfonyl ethylenes according to the linear free energy relationship log k(20 °C)=s(N)(N+E). Structure-reactivity relationships are discussed, and it is shown that the electrophilicity parameters E derived in this work can be employed to define the synthetic potential of bissulfonyl ethylenes as Michael acceptors.
authors.affiliation: Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, 81377 München, Germany.
authors.forename: Haruyasu
authors.initials: H
authors.lastname: Asahara
authors.forename: Herbert
authors.initials: H
authors.lastname: Mayr