Buchumschlag

TIPS-Ethynylated naphthodiquinoline and naphthodiacridine: novel diazabisacenes

The synthesis of two diazabisacenes is reported. A bisboronated naphthalene was Suzuki-coupled to substituted ethyl nicotinates, then cyclized by intramolecular Friedel-Crafts acylation. The resulting diketones were alkynylated and reduced to give the title compounds, bis(TIPS-ethynyl)-substituted n...

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Bibliographische Detailangaben
Hauptverfasser: Ahrens, Lukas (VerfasserIn) , Maier, Steffen (VerfasserIn) , Misselwitz, Erik (VerfasserIn) , Oeser, Thomas (VerfasserIn) , Rominger, Frank (VerfasserIn) , Freudenberg, Jan (VerfasserIn) , Bunz, Uwe H. F. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: May 27, 2021
In: Chemistry - a European journal
Year: 2021, Jahrgang: 27, Heft: 41, Pages: 10569-10573
ISSN:1521-3765
DOI:10.1002/chem.202101246
Online-Zugang:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.202101246
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202101246
Volltext
Verfasserangaben:Lukas Ahrens, Steffen Maier, Erik Misselwitz, Thomas Oeser, Frank Rominger, Jan Freudenberg, and Uwe H.F. Bunz
Beschreibung
Zusammenfassung:The synthesis of two diazabisacenes is reported. A bisboronated naphthalene was Suzuki-coupled to substituted ethyl nicotinates, then cyclized by intramolecular Friedel-Crafts acylation. The resulting diketones were alkynylated and reduced to give the title compounds, bis(TIPS-ethynyl)-substituted naphtha[1,8-gh:5,4-g′h′]diquinoline and naphtho[1,8-bc:5,4-b′c′]diacridine. Nitrogen incorporation stabilizes the bisacenes with respect to oxidation compared to their consanguine nonaza analogs.
Beschreibung:Gesehen am 12.04.2023
Beschreibung:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.202101246

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