Iodine fluorides and their organo derivatives

Abstract

Principally there are two ways to organo derivatives of iodine fluorides 1. the oxidative fluorination of alkyl- or aryl-iodides2. the substitution of fluoride in iodine fluorides.Arylbromine(V)tetrafluorides react with alkyl- or aryliodides in organic solvents. For this reaction we found relations between the basicity of the medium and the kind of fluorination products: RIF2 and RIF4 or other oxidation products. The conversion of the fluorination reaction strongly depended on medium basicity. R'bIF4 + RI → RIF2 + RIF4 + RI + R'BrIn contrast to alkyliodides C6F5I was not oxidatively fluorinated when BF3 was present, but electrophilically arylated under formation of [(C6F5)2]+. The same product was isolated when i-C3F7IF2 reacted with Cd(C6F5)2 in presence of BF3.Using nucleophilic substitution-reaction IF5 and IOF3 could be reacted to the corresponding polyvalent aryl-iodine compounds.Presupposing correct Lewis acidity of the reaction medium IF5 itself can be used as specific oxidative fluorinating reagent e.g. for the preparation of acid fluorides.