Tetrabenzononacene: "Butterfly Wings" Stabilize the Core. Issue 5 (17th December 2019)

• Record Type: Journal Article
• Authors: Müller, Matthias; Maier, Steffen; Tverskoy, Olena; Rominger, Frank; Freudenberg, Jan; Bunz, Uwe H. F.
• Is Part Of: Angewandte Chemie international edition. Volume 59:Issue 5(2020)
• Page Start: 1966
• Page End: 1969
• Publication Date: 2019-12-17
• Subjects: acenes -- benzannulation -- Cava reaction -- nonacene -- X-ray diffraction; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201909614
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: 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 1 H 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. Abstract : Attachment of four benzo units electronically stabilizes a nonacene core without heteroatom substitution at/on the aromatic backbone. The four benzo units blueshift the absorption spectrum in comparison to a linear nonacene and significantly increase the stability in the solid state.