Tetraazacoronenes and their dimers, trimers and tetramers: dedicated to Professor Andreas Grohmann on the occasion of his 60th birthday

Tetraazacoronenes were synthesized from bay-functionalized tetraazaperylenes by Zr-mediated cyclization and four-fold Suzuki-Miyaura cross coupling. In the Zr-mediated approach, an η4-cyclobutadiene-zirconium(IV) complex was isolated as an intermediate to cyclobutene-annulated derivatives. Using bis...

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Hauptverfasser: Eichelmann, Robert (VerfasserIn) , Ballmann, Joachim (VerfasserIn) , Gade, Lutz H. (VerfasserIn)
Dokumenttyp: Article (Journal) Festschrift
Sprache:Englisch
Veröffentlicht: August 28, 2023
In: Angewandte Chemie. International edition
Year: 2023, Jahrgang: 62, Heft: 35, Pages: 1-7
ISSN:1521-3773
DOI:10.1002/anie.202309198
Schlagworte:
Online-Zugang:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/anie.202309198
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202309198
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Verfasserangaben:Robert Eichelmann, Joachim Ballmann, and Lutz H. Gade

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520 |a Tetraazacoronenes were synthesized from bay-functionalized tetraazaperylenes by Zr-mediated cyclization and four-fold Suzuki-Miyaura cross coupling. In the Zr-mediated approach, an η4-cyclobutadiene-zirconium(IV) complex was isolated as an intermediate to cyclobutene-annulated derivatives. Using bis(pinacolatoboryl)vinyltrimethylsilane as a C2 building block gave the tetraazacoronene target compound along with the condensed azacoronene dimer as well as higher oligomers. The series of extended azacoronenes show highly resolved UV/Vis absorption bands with increased extinction coefficients for the extended aromatic cores and fluorescence quantum yields of up to 80 % at 659 nm. 
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