Reaction of imines of fluorinated ketones and perfluoronitriles with carbon tetrachloride. A new route to polyfluorinated imines

The reaction of imines of hexafluoroacetone and 1,3-dichlorotetrafluoroacet one with CCl4 catalyzed by AlCl3 leads to the formation of (XCF2)(2)CClN=CC l2 in moderate to high yield. The treatment of these imines with alkali met al fluoride in a polar solvent results in high yield formation of (XCF2)(2) C=NCF3 along with isomeric (XCF2)(2)CFN=CF2. A reaction of nitriles of perf luorinated carboxylic acids with CCl4 proceeds with the formation of a mixt ure of two products: RfCCl2N=CCl2 and RfCCl2N=CClRf. Imidoyl chloride C3F7C Cl2N=CClC3F7 isolated in the reaction of C3F7CN/CCl4 is converted into perf luoro-5-azanonene-4 by reaction with HE (C) 2001 Elsevier Science B.V. All rights reserved.