Cata-annulated azaacene bisimides [data]
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: | Datenbank Forschungsdaten |
| Sprache: | Englisch |
| Veröffentlicht: |
Heidelberg
Universität
2024-06-05
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| DOI: | 10.11588/data/EVMJNN |
| Schlagworte: | |
| Online-Zugang: | Verlag, kostenfrei, Volltext: https://doi.org/10.11588/data/EVMJNN Verlag, kostenfrei, Volltext: https://heidata.uni-heidelberg.de/dataset.xhtml?persistentId=doi:10.11588/data/EVMJNN |
| Verfasserangaben: | Maximilian Elter, Lukas Ahrens, Stella M. Luo, Frank Rominger, Jan Freudenberg, Dennis D. Cao, 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: | Gefördert durch: Deutsche Forschungsgemeinschaft: SFB 1249; Studienstiftung des Deutschen Volkes National Science Foundation: NSF 1954975; American Chemical Society Petroleum Research Fund: 57163-UNI1 Gesehen am 01.08.2024 |
| Beschreibung: | Online Resource |
| DOI: | 10.11588/data/EVMJNN |