Collection of Czechoslovak Chemical Communications - digital archive 

Abstract

The effect of ring strain in molecules of C₅-C₈ cycloalkenes and that of electronegativity of the attacking radicals upon reactivity of cycloalkenes in 1,2 addition reactions was studied by using a simple perturbation approach. The trends of the experimentally determined reactivities of cycloalkenes towards CH₃, CCl₃, CF₂CF₂CF₃, CH₃CO, NCCHCO₂H₅, C₂H₅, C₂H₅S and Br radicals were found to be in an acceptable agreement with the trends of the calculated Fukui's delocalisabilities D_r. The reactivity of cycloalkenes appears to be influenced by I-strain in the cycloalkene molecules as well as by electronegativity of the attacking radicals.