Synthesis of Triptycene-Substituted Azapentacene and Azahexacene Derivatives
Abstract We describe the synthesis and characterization of novel iptycene-substituted azaacenes by using either a classic condensation route (diamine plus ortho-quinone) and/or a Pd-catalyzed coupling of an aromatic diamine with an aromatic dihalide. The attachment of an iptycene unit leads to a sig...
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| Hauptverfasser: | , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
28 September 2016
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| In: |
Chemistry - a European journal
Year: 2016, Jahrgang: 22, Heft: 45, Pages: 16315-16322 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201603360 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201603360 Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.201603360 
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| Verfasserangaben: | Philipp Biegger, Olena Tverskoy, Frank Rominger, and Uwe H. F. Bunz |
| Zusammenfassung: | Abstract We describe the synthesis and characterization of novel iptycene-substituted azaacenes by using either a classic condensation route (diamine plus ortho-quinone) and/or a Pd-catalyzed coupling of an aromatic diamine with an aromatic dihalide. The attachment of an iptycene unit leads to a significant blueshift (15?nm) in the UV/Vis spectra of these azaacenes. The iptycene unit stabilizes a hexaazahexacene with a ?max?abs of 833?nm. By employing 5,6-diamino(benzothiadiazole) as a synthon for tetraaminobenzene, we could prepare the symmetrical bis-triptycene-substituted tetraazapentacene in high yields. |
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| Beschreibung: | Gesehen am 11.05.2020 |
| Beschreibung: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201603360 |