Synthese und Reaktionen desDiels-Alder-Addukts aus Pyren und Hexachlorcyclopentadien

TheDiels-Alder adduct2 from pyrene and hexachlorocyclopentadiene exhibits a different substitution pattern than pyrene itself, namely that of phenanthrene. By reactions with the adduct following Retro-Diels-Alder splitting, pyrene substitution products are accessible that cannot be obtained by direct substitution of pyrene. This is demonstrated by the synthesis of 4-chloropyrene (5) and 4-bromopyrene (6).

Herrn Prof. Dr.Oskar E. Polansky zum 60. Geburtstag gewidmet.