Thermal reactions of hexafluoro-1,3-butadiene. Part II. Synthesis and thermal transformations of C12F18 trimers

Article abstract of DOI:10.1016/S0022-1139(00)80418-2

Hexafluoro-1,3-butadiene reacts at >/=150 deg C with its cyclodimers containing trifluorovinyl groups to give all the trimers expected for <2+2>- and <2+4>-cycloadditions.The ratios of the products formed depend on the temperature and are determined by the stabilities of the dimers and trimers concerned.All those trimers which contain a cyclobutane moiety take part in thermal transformations, such as ring expansion, dimerization and retrocycloaddition reactions.Hexafluoro-1,3-butadiene and its dimers, which are formed in retrocycloaddition reactions, undergo secondary thermal transformations.The latter include the previously unknown insertion of a hexafluorobutadiene molecule into the four-membered ring of one of the dimers.