Abstract

The reactivities of the F-tert.-alkyl halides (CF 3CF 2CF 2(CF 3) 2CX ( 1a-c: X = I, Br, Cl) towards the corresponding lithium halides LiY ( 2a-c: Y = I, Br, Cl), in acetonitrile, reflect the electron acceptor properties of compounds 1 and the donator strength of the anions Y −. The tertiary carbanion F-2-methylpentanide acts as the key intermediate in the formation of the main products ( F-2-methyl-2-pentene, F-2-methyl- 1-pentene and F-2-hydro-2-methylpentane), and also of the halide substitution products obtained from 1a. No support for the participation of any perfluoroalkyl radical could be found.

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