Issue 0, 1971

Reactions of 3,3,4,4-tetrafluorohexa-1,5-diene. Part II. Cyclisation to a four-membered ring in the thermal addition of pentafluoroiodoethane

Abstract

Pentafluoroiodoethane reacts at 210–220° with 3,3,4,4-tetrafluorohexa-1,5-diene to give unusual cyclisation products having a four-membered ring, contrary to analogous reactions of perfluoroalkyl iodides with hexa-1,5-diene and in spite of the unfavourable entropy change to give highly strained ring structure. Also minor amounts of an isomeric saturated monoadduct containing a five-membered ring and of acyclic monoadduct were isolated. The structures of the cyclic products were elucidated by spectroscopic and chemical methods.

Article information

Article type
Paper

J. Chem. Soc. C, 1971, 3959-3966

Reactions of 3,3,4,4-tetrafluorohexa-1,5-diene. Part II. Cyclisation to a four-membered ring in the thermal addition of pentafluoroiodoethane

P. Piccardi, M. Modena and L. Cavalli, J. Chem. Soc. C, 1971, 3959 DOI: 10.1039/J39710003959

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