THE THERMAL CYCLOADDITION OF PERFLUORO-1,3-BUTADIENE WITH BUTA-1,3-DIENE

Article abstract of DOI:10.1016/S0022-1139(00)80129-3

The major products from the cross-dimerization of butadiene and perfluorobutadiene are a 2+2-cycloadduct and a 2+4-cycloadduct.Perfluorobutadiene is the diene and butadiene is the dienophile.Minor products include the 4+4-cycloadduct, a criss-cross product, and several others containing fluorine on four membered rings.Pyrolysis converts both the 2+2- and the 2+4-adducts to the criss-cross product.Pyrolysis of the 2+2-adduct in the presence of carbon also gives 1,2,3- and 1,2,4-trifluorobenzenes.The fluorine nmr data for C4F6 cycloadducts helps assigning the structures.