ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 21, Number 3
JKCSEZ 21(3)
June 20, 1977 

The preparation of 1-chloro-2-iodoperfluorocycloalkenes was achieved with a short reaction time and a high yield when the starting compound was iodinated via the metalation process using an alkyllithium reagent. Especially, the high yield of 1-chloro-2-iodo-perfluorocyclohexene was obtained when 1,2-dichloroperfluorocyclohexene was iodinated via the same reaction conditions. The coupling reaction of 1,2-dihaloperfluorocycloalkenes was also achieved with a lower reaction temperature and a shorter reaction time when the equal slurry mixture of fluorocycloolefines and DMF was reacted at a high pressure in a sublimer. The yield of the coupling product was greatly improved by this process. For a typical example, the coupling reaction of the 1-chloro-2-iodotetrafluorocyclobutene was proceeded with a higher yield of the product than that of the reported reaction, when the present method was adopted. A plausible reaction mechanism of the present coupling reactiontwas proposed and the physical characteristics of the coupling product were confirmed.