THE REACTION OF POLYHALIDES WITH ALLYLSILANES CATALYZED BY COPPER(I) CHLORIDE

Allyltrimethylsilane reacted with polyhalogen compounds in the presenc e of copper species, such as copper(I) chloride. copper(II) chloride o r metallic copper, to form polyhalo compounds containing an allyl grou p. Other allylsilane derivatives than allyltrimethylsilane were also s ubjected to a reaction with carbon tetrachloride. 3-Chloro- or 3-bromo -3-trimethylsilyl-1-propene gave 4,4,4-trichloro-1-trimethylsilyl-1-bu tene. Ethyl 1-trimethylsilylallyl carbonate afforded ethyl 4,4,4-trich loro-1-butenyl carbonate along with a hydrotrichloromethylation produc t. 2-Methyl-3-trimethylsilyl-1-propene yielded a product based on the addition of a trichloromethyl group followed by hydrogen-elimination f rom a 2-methyl group.