Ion pairing and reactivity of enolate anions. 6. Kinetics and thermodynamics for reaction of alkali acetylacetonates with alkyl halides in dimethyl sulfoxide

…, GW Schriver, SL Schilling, EB Troughton

Index: Arnett, Edward M.; Maroldo, Stephen G.; Schriver, George W.; Schilling, Steven L.; Troughton, E. B. Journal of the American Chemical Society, 1985 , vol. 107, p. 2091 - 2099

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Citation Number: 14

Abstract

Abstract: Rates and heats of reaction are reported for the C-alkylation of alkali salts of various symmetrical 6-diketones with methyl and ethyl iodide in dimethyl sulfoxide (Me2SO). Product analysis by FT-NMR established that the reactions were clean over the concentration range of the kinetic and thermochemical study and, with only one exception, gave 100% carbon alkylation within the limits of detection. The effects of ion pairing, ...