Reactions of carbanions with electron acceptors

…, AH Clemens, DE Smith, J Begemann

Index: Bordwell, Frederick G.; Clemens, Anthony H.; Smith, Donald E.; Begemann, John Journal of Organic Chemistry, 1985 , vol. 50, # 8 p. 1151 - 1156

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Citation Number: 39

Abstract

Second-order rate constants for reactions of families of 9-substituted fluorenide ions, 9-R-F1- , and related carbanions in Me2S0 solution with the electron acceptors PhS02CH2Br, PhS02CH (Ph) Br, PhS02C (Me)(Ph) Br, MezCBr2, MeZC (NO2) X, PhS (0) CH2Cl, Me2C (S02Ph),, and Ph21+ Cl-have been measured. The carbanions used varied in basicity over a range of about 20 pKm units. For a given family, Br~ nsted plots of log k vs. pKm were ...