The phosphorus trichloride–oxigen–olefin reaction: scope and mechanism
Abstract
The principal products of the reaction of phosphorus trichloride and oxygen with a variety of olefins are the corresponding 2-chloroethyl phosphorodichloridate and 2-chloroethylphosphonic dichloride. A linear relationship between Σσpara(Hammett) values for the olefinic substituents and the molar ratios of phosphoric and phosphonic dichlorides is discussed in terms of a free-radical scheme that accounts for all the products.