No abstract

ChemInform Abstract In the presence of BF3 the reaction between the difluoroiodotrihydropolyfluoroalkanes (I) and benzene (II) affords the title compounds (III). Their perfluoro analogues are known to be strong perfluoroalkylating agents. For a comparison, the alkylating properties of the title compounds (III) with a methylene bridge between the aryliodonium moiety and the polyfluoroalkyl group are investigated. In the reaction of (IIIa) with p-chlorothiophenol (IV) the perfluoroalkyl group adds to the sulfur atom to give the product (V). The reaction with pyridine (VI) proceeds via addition of the polyfluoroalkyl group to the nitrogen atoms to give the quaternary pyridinium salt (VII). In the reaction of (IIIb) with N,N-dimethylaniline (VIII) the main product is the quaternary salt (IX) accompanied by the p-polyfluoroalkyl derivative (X).

Die Diaryljodosyltrifluoracetate (I) gehen unter der Einwirkung von SF4 in Methylenchlorid bei ‐10 bis 0°C in die Difluoride (II) (Ausbeute 78 bzw. 65%) über.

Starting from dibenzo‐18‐crown‐6 ether (I) the perfluorohexyl derivatives (III) and (IV) are prepared.

Die mw‐Diiodperfluoralkane (I) werden durch Trifluorperessigsäure in die Tetrakistrifluoracetylderivate (II) übergeführt, die mit Benzol bzw. mit Toluol zu den Bisaryliodoniumtrifluoracetaten (III) bzw. (IV) umgesetzt werden und mit SP4 die a,w‐Bisdifluoriodperfluoralkane (V) liefern.