Reaction of?,?-dichloro-?-bromoalkanes and?,?-dichloro-?-bromoalkenes with benzylmagnesium and allylmagnesium halides

Synthesis of Polychloroalkanes

“…47c). Telomerization of ethylene with bromodichloromethane followed by treatment with Mg leads to a coupling product with two terminal CHCl 2 groups: 1,1,14,14-tetrachlorotetradecane [75,76] (Fig. 47d).…”

“…47d) [76] With stirring, to 1.0 g of Mg, activated with iodine, was added a mixture of 9.9 g of 1,1-dichloro-7-bromoheptane and 0.9 g of 1,2-dibromoethane in 80 mL of absolute ether. The reaction started immediately.…”

“…It is worth mentioning that terminal C-Cl bonds are most reactive in nucleophilic substitutions. A number of useful derivatives can be prepared this way and used as intermediates for the preparation of other PCA congeners [76] (Fig. 48).…”