Cata-annulated azaacene bisimides
Ultra-electron-deficient azaacenes were synthesized via Buchwald-Hartwig coupling of ortho-diaminoarenes with chlorinated mellophanic diimide followed by oxidation of the intermediate N,N’-dihydro compounds with MnO2 or PbO2. The resulting cata-annulated bisimide azaacenes have ultrahigh electron af...
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| Hauptverfasser: | , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
2021
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| In: |
Chemistry - a European journal
Year: 2021, Jahrgang: 27, Heft: 48, Pages: 12284-12288 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.202101573 |
| Online-Zugang: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.202101573 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202101573 
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| Verfasserangaben: | Maximilian Elter, Lukas Ahrens, Stella M. Luo, Frank Rominger, Jan Freudenberg, Dennis D. Cao, and Uwe H.F. Bunz |
| Zusammenfassung: | Ultra-electron-deficient azaacenes were synthesized via Buchwald-Hartwig coupling of ortho-diaminoarenes with chlorinated mellophanic diimide followed by oxidation of the intermediate N,N’-dihydro compounds with MnO2 or PbO2. The resulting cata-annulated bisimide azaacenes have ultrahigh electron affinities with first reduction potentials as low as −0.35 V recorded for a tetraazapentacene. Attempts to prepare a tetrakis(dicarboximide)tetraazaheptacene resulted in the formation of a symmetric butterfly dimer. |
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| Beschreibung: | Gesehen am 03.04.2023 |
| Beschreibung: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.202101573 |