Reaction of perfluoroheptylcopper(i) with (€) -1.2-di-iodoethylene gave (E) -1 H.2H-l-iodopentadecafluoronon-1 -ene (I) which with copper(i) cyanide in dimethylformamide yielded (€) -1 H,2H-1 -cyanopentadecafluoronon-1 -ene (11). Hydrolysis of (11) with sulphuric acid under vigorous conditions afforded (€) -2H.3H-pentadecafluorodec-2-enoic acid (111) whichwas readily hydrogenated to 2H.2H.3H.3H-pentadecafluorodecanoic acid (IV). Reduction of (IV) with lithium aluminium hydride afforded I H.1 H,2H,2H,3H,3H-pentadecafluorodecanol (V). Mild hydrolysis of the nitrile (11) gave (€)-2H.3H-pentadecafluorodec-2-enamide (VI). Reaction of 1.3-diiodohexafluoropropane with copper bronze and an excess of (E) -1.2-di-iodoethylene similarly afforded (1 €,6E) -3,3,4,4,5,5-hexafluoro-l,7-di-iodohepta-l,6-diene (VII) and (1 €,
Das aus Perfluorheptyljodid (I) darstellbare Perfluorheptylkupfer (II) reagiert mit Cyclohepten (IIIa) oder ‐hexen (IIIb) zu den gesättigten Cyclen (IV), während sich mit Cyclopenten (IIIc) eine ungesättigte Verbindung (V) bildet.
Arylperfluoride mit einer aktiven Gruppe, wie (I), werden von Thioharnstoff (II) in DMF in para‐Stellung zu der aktiven Gruppe unter Bildung von Sulfiden wie (III) angegriffen; dagegen reagieren Penta‐ und Hexafluorbenzol oder Penta‐ fluorstyrol nicht mit (II); o‐Dinitro‐tetrafluorbenzol liefert mit (II) ein polymeres Produkt.
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