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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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
Subjects:
Absorption spectra
Acene
Benzanellierung
Cava-Reaktion
Chemistry
NMR
Nonacen
Nuclear magnetic resonance
Röntgenbeugung
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cited_by cdi_FETCH-LOGICAL-c2684-1c2d289ef3da0feb5dd9306673194807c8a4641147343f1b50e3375ad806fb9d3
cites cdi_FETCH-LOGICAL-c2684-1c2d289ef3da0feb5dd9306673194807c8a4641147343f1b50e3375ad806fb9d3
container_end_page 1985
container_issue 5
container_start_page 1982
container_title Angewandte Chemie
container_volume 132
creator Müller, Matthias
Maier, Steffen
Tverskoy, Olena
Rominger, Frank
Freudenberg, Jan
Bunz, Uwe H. F.
description 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.
doi_str_mv 10.1002/ange.201909614
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source Wiley-Blackwell Read & Publish Collection
subjects Absorption spectra
Acene
Benzanellierung
Cava-Reaktion
Chemistry
NMR
Nonacen
Nuclear magnetic resonance
Röntgenbeugung
title Tetrabenzononacene: “Butterfly Wings” Stabilize the Core
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