A stable bis(benzocyclobutadiene)-annelated tetraazapentacene derivative
Abstract Biphenylene-2,3-dione is a powerful reagent to build up cyclobutadiene-containing azapolyheterocycles. The target structures are formed in high yields through classical condensation of suitable aromatic diamines with the biphenylenedione. To achieve the title compound, the biphenylenedione...
Saved in:
| Main Authors: | , , , , |
|---|---|
| Format: | Article (Journal) |
| Language: | English |
| Published: |
15 September 2016
|
| In: |
Chemistry - a European journal
Year: 2016, Volume: 22, Issue: 44, Pages: 15896-15901 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201602675 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201602675 Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.201602675 
|
| Author Notes: | Philipp Biegger, Manuel Schaffroth, Olena Tverskoy, Frank Rominger, and Uwe H. F. Bunz |
| Summary: | Abstract Biphenylene-2,3-dione is a powerful reagent to build up cyclobutadiene-containing azapolyheterocycles. The target structures are formed in high yields through classical condensation of suitable aromatic diamines with the biphenylenedione. To achieve the title compound, the biphenylenedione is coupled with a diaminobenzothiadiazole derivative. Reductive cleavage of the thiadiazole ring and subsequent condensation with the biphenylenedione gives the title compound in which a central tetraazapentacene is flanked by two benzocyclobutadiene units. This compound is stable despite its extended π-system and its optical features are blueshifted in comparison to those of the symmetrical tetraazapentacene. |
|---|---|
| Item Description: | Gesehen am 11.05.2020 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201602675 |