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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| Main Authors: | , , |
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| Format: | Article (Journal) Festschrift |
| Language: | English |
| Published: |
August 28, 2023
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| In: |
Angewandte Chemie. International edition
Year: 2023, Volume: 62, Issue: 35, Pages: 1-7 |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.202309198 |
| Subjects: | |
| Online Access: | 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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| Author Notes: | 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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