Methyl-transfer reactions. 6. Arenesulfonates as nucleophiles and leaving groups. Methyl trinitrobenzenesulfonate

ES Lewis, MJ Smith, JJ Christie

Index: Lewis, Edward S.; Smith, Michael J.; Christie, J. Joseph Journal of Organic Chemistry, 1983 , vol. 48, # 15 p. 2527 - 2531

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Citation Number: 10

Abstract

The methyl-transfer reactions from several substituted methyl arenesulfonates to potassium benzeneaulfonate in sulfolane have been studied with respect to both rates and equilibria. Because the reactions were followed by proton NMR of the methoxy group, only cases of methyl arenesulfonates with quite distinct methoxy chemical shifts from the unsubstituted ester could be studied, and this, in fact, required the use of ortho substituents. Hammett ...

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