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

Org Lett. 2024 Feb 2;26(4):939-944. doi: 10.1021/acs.orglett.3c04283. Epub 2024 Jan 24.

Abstract

An air-stable B3,N2-PAH (B3N2; 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 B3N2 meets the requirements for multiple resonance thermally activated delayed fluorescence (MR-TADF). Indeed, B3N2 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.