The reactivity of 2-substituted cyclohex-1-enecarboxylic acid with diazodiphenylmethane in various alcohols

Abstract

The reactivities of 2-substituted cyclohex-1-enecarboxylic acids with diazodiphenylmethane in several alcohols were investigated. The rate data for these acids were correlated with a simple Hammett equation by means of the σ_p constants. The transmission of polar effects through the double bond, in terms of polar susceptibility constant ρ, has been discussed. For the reactions of a given acid in the various alcohols, the log k and ρ values were correlated through multiple regression on appropriate solvent parameters. The results obtained for 2-substituted cyclohex-1-enecarboxylic acids were compared with the results for ortho-substituted benzoic acids under the same experimental conditions.