Synthetic Utilization of 2H-Heptafluoropropane: Ionic 1,4-Addition to Electron-Deficient Carbon-Carbon Unsaturated Bonds.

ABSTRACT

We have found a novel method for introducing heptafluoro-2-propyl CF(CF3)2 groups into carbon-carbon unsaturated bonds via a nucleophilic reaction using 2H-heptafluoropropane as the source of CF(CF3)2 groups. The reaction involves the nucleophilic addition of a heptafluoro-2-propyl anion, generated by treating 2H-heptafluoropropane with a fluoride ion, to various electron-deficient unsaturated compounds. This allows the easy synthesis of various aliphatic compounds containing heptafluoro-2-propyl groups.