Collect. Czech. Chem. Commun. 2008, 73, 1719-1728

Coupling Reactions of Chlorofluoro and Perfluoroalkyl Iodides

Ivan Wlassics* and Vito Tortelli

Solvay Solexis, Viale Lombardia, 20; 20021 Bollate (MI), Italy


Coupling reactions of chlorofluoro- and perfluoroalkyl iodides Rf-I with Rf = ClCF2CFCl(CF2)3CF2-, ClCF2CFClO(CF2)3CF2-, ClCF2CFCl-, (CF3)2CF- , (CF3)2CFCF2CF2- in the presence of a zinc/solvent system give dimers in good yields. Both homodimerizations (one iodide) and heterodimerizations (two different iodides) have been studied. The effect of temperature and solvent is shown. The zinc mediated dechlorination of vicinal chlorine atoms in the dimers afforded terminal alkenes and dienes.

Keywords: Dimerization; Chlorofluoroalkyl iodides; Perfluoroalkyl iodides; Dehalogenation; Perfluorodiene.

References: 24 live references.