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Justel, Patrick M.; Pignot, Cedric D. and Ofial, Armin R. (2021): Nucleophilic Reactivities of Thiophenolates. In: Journal of Organic Chemistry, Vol. 86, No. 8: pp. 5965-5972

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The nucleophilic reactivities of substituted thiophenolates were determined by following the kinetics of their reactions with a series of quinone methides (reference electrophiles) in DMSO at 20 degrees C. The experimentally determined second-order rate constants were analyzed according to the Mayr-Patz equation log k = s(N)(N + E) to derive the nucleophile-specific reactivity parameters N and sN for ten thiophenolate ions.

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