Some perfluoroalkyl grignard reagents and their derivatives

Abstract

Some perfluoroalkyl Grignard reagents have been prepared in high yields through halogen-metal exchange reactions between perfluoroalkyl iodides (RfI) and EtMgBr. Derivatization with Me3SiCl gave satisfactory yields of the corresponding silylated products in THF. However, ether was a very poor solvent for reaction of RfMgBr with these chlorosilanes. The exchange reaction between RfI and EtMgBr was nearly quantitative in ether as evidenced by high yields of the 1-hydroperfluoroalkanes upon hydrolysis, but the major production from the attempted silylation in ether was a trans- vinyl bromide [1], i. e. Spectral data are presented for several new compounds.