Abstract
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).
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Herrn Prof. Dr.Oskar E. Polansky zum 60. Geburtstag gewidmet.
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Blümer, GP., Zander, M. Synthese und Reaktionen desDiels-Alder-Addukts aus Pyren und Hexachlorcyclopentadien. Monatshefte für Chemie 110, 1233–1236 (1979). https://doi.org/10.1007/BF00910971
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DOI: https://doi.org/10.1007/BF00910971