Diels–Alder reactions of polyfluorocyclohexa-1,3-dienes. Part VI. Reactions of dodecafluorotricyclo[5,2,2,0]undeca-2,5,8-triene with ethylene and alkynes. A synthesis of polyfluorotricyclo[6,2,2,0]dodeca-2,4,6,9-tetraenes and 2,3-disubstituted hexafluoronaphthalenes

Abstract

Dodecafluorotricyclo[5,2,2,0]undeca-2,5,8-triene (1) reacts as a diene in Diels–Alder reactions. Pyrolysis of adducts from the triene (1) and alkynes can be controlled to give polyfluorotricyclo[6,2,2,0]dodeca-2,4,6,9-tetraenes or 2,3-disubstituted naphthalenes.