Buchumschlag

Substituted tetraaza- and hexaazahexacenes and their N,N′-dihydro derivatives: syntheses, properties, and structures

The palladium‐catalyzed coupling of a substituted o‐diaminoanthracene and a substituted o‐diaminophenazine to substituted 2,3‐dichloroquinoxalines furnishes 10 differently substituted N ,N ′‐dihydrotetraaza‐ or ‐hexaazahexacenes with the quinoxaline group of the azaacenes carrying fluorine, chlorine...

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Bibliographische Detailangaben
Hauptverfasser: Engelhart, Jens U. (VerfasserIn) , Lindner, Benjamin (VerfasserIn) , Schaffroth, Manuel (VerfasserIn) , Schrempp, David (VerfasserIn) , Tverskoy, Olena (VerfasserIn) , Bunz, Uwe H. F. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: April 20, 2015
In: Chemistry - a European journal
Year: 2015, Jahrgang: 21, Heft: 22, Pages: 8121-8129
ISSN:1521-3765
DOI:10.1002/chem.201500518
Online-Zugang:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201500518
Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.201500518
Volltext
Verfasserangaben:Jens U. Engelhart, Benjamin D. Lindner, Manuel Schaffroth, David Schrempp, Olena Tverskoy, and Uwe H.F. Bunz
Beschreibung
Zusammenfassung:The palladium‐catalyzed coupling of a substituted o‐diaminoanthracene and a substituted o‐diaminophenazine to substituted 2,3‐dichloroquinoxalines furnishes 10 differently substituted N ,N ′‐dihydrotetraaza‐ or ‐hexaazahexacenes with the quinoxaline group of the azaacenes carrying fluorine, chlorine, or nitro groups. The N ,N ′‐dihydrotetraazahexacenes with hydrogen, chlorine, and fluorine subtituents are oxidized to azaacenes, whereas only the parent N ,N ′‐dihydrohexaazahexacenes, with hydrogen substituents, are oxidized by MnO2. The resultant azaacenes are characterized by their optical and spectroscopic data. In addition, single‐crystal X‐ray structures have been obtained for the parent tetraazahexacenes and their difluoro‐substituted derivatives. The di‐ and tetrachloro derivatives of the N ,N ′‐dihydrohexaazahexacene have also been structurally characterized.
Beschreibung:Gesehen am 16.07.2020
Beschreibung:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201500518

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