144917-42-0Relevant articles and documents
CHLOROPHOSPHORYLATION OF ALKENES
Shvedova, Yu. I.,Belykh, O. A.,Dogadina, A. V.,Ionin, B. I.,Petrov, A. A.
, p. 486 - 492 (2007/10/02)
An investigation of the chlorophosphorylation reaction of alkenes has established that the chemical direction of the reaction (formation of P-C and P-O-C bonds and chlorination) is controlled predominantly by the polar properties of the radical adduct arising in the initial step from the attack by the chlorine atom on the double bond.The steric influence of the substituents on the radical adduct plays a secondary role.Alkenes with donor substituents, forming radical adducts with nucleophilic character, are more inclined to form a P-C bond.Alkenes with acceptor substituents, forming electrophilic radical adducts, do not react with the electrophilic phosphorus trichloride, leading to formation of compounds with a P-O-C bond or to fragmentation and recombination.