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Copper coupling of 1-chloro-2-iodo- and 1,2-di-iodo-perfluorocycloalkenes

✍ Scribed by Robert L. Soulen; Sam K. Choi; Joseph D. Park

Publisher
Elsevier Science
Year
1973
Tongue
English
Weight
633 KB
Volume
3
Category
Article
ISSN
0022-1139

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✦ Synopsis

Reductive coupling of I -chloro-2-iodoperfluorocyclobutene (I), cyclopentene (Ill) and cyclohexene (VI) has been carried out with copper powder and a trace amount of dimethylformamide to give the corresponding 2,2'-dichloroperfluoro-(bi-1-cycloalken-1-yl) derivatives in 69x, 36% and 73% yield, respectively. A reduced by-product, 2H,2'H-dodecafluoro-(bi-I-cyclopenten-I-yl) was also obtained in the copper coupling of (III). Coupling of 1,2-di-iodoperfluorocyclobutene (IX) and cyclopentene (XII) under similar conditions gave good yields of cyclic trimers and tetramers. Mass spectra, infrared and l9F NMR data are discussed.

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