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Tetrabenzononacene: “Butterfly Wings” Stabilize the Core

In combination with bulky substituents at the core, fourfold benzannulation at the cata‐positions stabilizes a nonacene sufficiently to allow its isolation and characterization by 1H NMR and X‐ray analysis. The four benzo units blueshift the absorption spectrum in comparison to a solely linear nonac...

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Bibliographic Details
Published in:Angewandte Chemie 2020-01, Vol.132 (5), p.1982-1985
Main Authors: Müller, Matthias, Maier, Steffen, Tverskoy, Olena, Rominger, Frank, Freudenberg, Jan, Bunz, Uwe H. F.
Format: Article
Language:English
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Summary:In combination with bulky substituents at the core, fourfold benzannulation at the cata‐positions stabilizes a nonacene sufficiently to allow its isolation and characterization by 1H NMR and X‐ray analysis. The four benzo units blueshift the absorption spectrum in comparison to a solely linear nonacene, but significantly increase the stability in the solid state. Die Anbringung von vier Benzo‐Einheiten stabilisiert elektronisch einen Nonacen‐Kern ohne Heteroatomsubstitution am aromatischen Rückgrat. Die vier Benzo‐Einheiten erzeugen eine Blauverschiebung im Absorptionsspektrum im Vergleich zu linearem Nonacen und erhöhen deutlich die Stabilität im Festkörper.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201909614