Reaction of Fluoroxytrifluoromethane with Ring-Substituted Styrenes: A Structure-Reactivity Study

Article abstract of DOI:10.1021/jo00350a037

The reaction of fluoroxytrifluoromethane (FTM) with a group of ring-substituted styrenes has been studied.Reaction products have been determined, and relative rates for addition to the double bond have been measured by a competition method.The data give a straight line when plotted as log (k/k_H)vs.Hammett ? values with a ρ of -2.48.A similar plot vs. ?⁺ gave less satisfactory agreement with linearity and a ρ of 2.18.A mechanism is proposed in which a spin-paired free-radical pair is formed that is converted by electron transfer into an ion pair.