Elimination of Substituted Fluoren-9-ylmethyl Benzenesulfonates: Hammett Substituent Effects at a Mechanistic Borderline

…, RA More O'Ferrall, DG Murphy

Index: Larkin, Finbar G.; More O'Ferrall, Rory A.; Murphy, Donal G. Collection of Czechoslovak Chemical Communications, 1999 , vol. 64, # 11 p. 1833 - 1848

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Citation Number: 10

Abstract

Abstract Rates of elimination of fourteen substituted fluoren-9-ylmethyl benzenesulfonates have been measured in methanolic sodium methoxide and 90% aqueous ethanolic solutions of triethylamine, trimethylamine and 4-methyl morpholine. For the sodium methoxide, a linear Hammett plot with ρ= 0.74, consistent with reaction by an E2 mechanism, is observed. For the amine bases the Hammett plots are curved, suggesting a ...