Department of Chemistry, Iowa State University, Ames, Iowa 50010 U.S.A.
Abstract:
The thermal decomposition of perfluoroalkyl Grignard reagents (RfMgX), formed from halogen-metal exchange with alkyl Grignard reagents, provides a good synthetic route to trans-1-haloperfluorovinyl compounds. The decomposition of RfMgX (where X = Cl, Br, I) in the presence of RMgX generally leads to a mixture of trans-1-alkylperfluorovinyl and trans-1-haloperfluorovinyl compounds. However, the choice of RMgX with respect to both the alkyl group and halogen is critical as regards the formation of the trans-1-alkylperfluorovinyl compounds.Several possible mechanisms are suggested to account for the experimental observations.
