The α??Effect in SNAr Substitutions− Reaction between Oximate Nucleophiles and 2, 4??Dinitrofluorobenzene in Aqueous Solution

G Moutiers, E Le Guével, C Cannes…

Index: Moutiers, Gilles; Le Guevel, Eric; Cannes, Celine; Terrier, Francois; Buncel, Erwin European Journal of Organic Chemistry, 2001 , # 17 p. 3279 - 3284

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Citation Number: 22

Abstract

Abstract The second-order rate constants (k 1 ArO, k 1 Ox) for SN Ar substitutions of 2, 4- dinitrofluorobenzene (DNFB) by a series of phenoxide and oximate nucleophiles have been measured in aqueous solution at 25 C, using both a potentiometric procedure involving the use of a fluoride ion selective electrode (FISE) and a classical spectrophotometric procedure. While the rate data for the phenoxide ions conform to a linear Brönsted plot ...