Abstract
Triphenylphosphine-promoted dehalogenation reactions of meso-1,2-dibromo-1,2-diphenylethane and some para-substituted derivatives have been studied in dimethylformamide. Substituent effects on the reaction rate are in agreement with a concerted anti-elimination mechanism and do not support a stepwise mechanism involving bridged intermediates. The effect of solvent has also been investigated and the nucleophilicity of triphenylphosphine towards bromine is briefly discussed.
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More From: Journal of the Chemical Society, Perkin Transactions 2
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