Issue 0, 1969

Kinetics of nucleophilic substitution in 1,1-diaryl-2-fluoroethylenes

Abstract

Reactions of 1,1-diphenyl-, 1,1-di-(p-tolyl)-, and 1,1-di-(p-chlorophenyl)-2-fluoroethylenes with toluene-p-thiolate in dimethylformamide were kinetically studied at temperatures in the range 20–70°. Substitutions are free from side reactions and have rates which are strongly dependent on substituents on the phenyl rings (ρ= 4·3 at 24°). Measured rate coefficients are larger than those of the corresponding diarylchloroethylenes in the same reaction. This leaving-group effect is discussed.

Article information

Article type
Paper

J. Chem. Soc. B, 1969, 1100-1102

Kinetics of nucleophilic substitution in 1,1-diaryl-2-fluoroethylenes

P. Beltrame, P. L. Beltrame, M. L. Cereda and G. Lazzerini, J. Chem. Soc. B, 1969, 1100 DOI: 10.1039/J29690001100

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