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...
Saved in:
| Main Authors: | , , , |
|---|---|
| Format: | Article (Journal) |
| Language: | English |
| Published: |
28 September 2016
|
| In: |
Chemistry - a European journal
Year: 2016, Volume: 22, Issue: 45, Pages: 16315-16322 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201603360 |
| Online Access: | 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 
|
| Author Notes: | Philipp Biegger, Olena Tverskoy, Frank Rominger, and Uwe H. F. Bunz |
| Summary: | 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. |
|---|---|
| Item Description: | Gesehen am 11.05.2020 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201603360 |