Green-Emitting Extended B3,N2‑Doped Polycyclic Aromatic Hydrocarbon with Multiple Resonance Structure

An air-stable B3,N2-PAH (B 3 N 2 ; nine annulated six-membered rings) was synthesized from 1-X-2,6-di­(azasilaanthryl)­benzenes (X = Cl, I) via lithiation/borylation, electrophilic aromatic borylation, and Si/B exchange. The heteroatom distribution in B 3 N 2 meets the requirements for multiple reso...

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Veröffentlicht in:Organic letters 2024-02, Vol.26 (4), p.939-944
Hauptverfasser: Zender, Elena, Karger, Sebastian, Neubaur, Robert, Virovets, Alexander, Lerner, Hans-Wolfram, Wagner, Matthias
Format: Artikel
Sprache:eng
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Zusammenfassung:An air-stable B3,N2-PAH (B 3 N 2 ; nine annulated six-membered rings) was synthesized from 1-X-2,6-di­(azasilaanthryl)­benzenes (X = Cl, I) via lithiation/borylation, electrophilic aromatic borylation, and Si/B exchange. The heteroatom distribution in B 3 N 2 meets the requirements for multiple resonance thermally activated delayed fluorescence (MR-TADF). Indeed, B 3 N 2 emits green light (λem = 523 nm; ΦPL = 85%; CHCl3) with a small fwhm of 0.15 eV. Lifetimes for prompt (7.8 ns) and delayed (60 μs) fluorescence were measured in PMMA.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c04283