One-Step Borylation of 1,3-Diaryloxybenzenes Towards Efficient Materials for Organic Light-Emitting Diodes

The development of a one‐step borylation of 1,3‐diaryloxybenzenes, yielding novel boron‐containing polycyclic aromatic compounds, is reported. The resulting boron‐containing compounds possess high singlet‐triplet excitation energies as a result of localized frontier molecular orbitals induced by bor...

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Bibliographic Details
Published in:Angewandte Chemie 2015-11, Vol.127 (46), p.13785-13789
Main Authors: Hirai, Hiroki, Nakajima, Kiichi, Nakatsuka, Soichiro, Shiren, Kazushi, Ni, Jingping, Nomura, Shintaro, Ikuta, Toshiaki, Hatakeyama, Takuji
Format: Article
Language:eng ; ger
Subjects:
Activated
Aromatic compounds
Aromatizität
Boron
Borylierungen
Chemistry
Diodes
Emittance
Fluorescence
Helicen
Leuchtdioden
Molecular orbitals
Organic light-emitting diodes
Phosphorescence
Phosphoreszenz
Synthesis
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Summary:The development of a one‐step borylation of 1,3‐diaryloxybenzenes, yielding novel boron‐containing polycyclic aromatic compounds, is reported. The resulting boron‐containing compounds possess high singlet‐triplet excitation energies as a result of localized frontier molecular orbitals induced by boron and oxygen. Using these compounds as a host material, we successfully prepared phosphorescent organic light‐emitting diodes exhibiting high efficiency and adequate lifetimes. Moreover, using the present one‐step borylation, we succeeded in the synthesis of an efficient, thermally activated delayed fluorescence emitter and boron‐fused benzo[6]helicene. Boryl‐LEDs: Eine einstufige Borylierung von 1,3‐Diaryloxybenzolen wurde entwickelt. In den resultierenden Bor‐haltigen Arenen induzieren Bor und Sauerstoff stark lokalisierte Grenzmolekülorbitale, die hohe Singulett‐Triplett‐Anregungsenergien verursachen. Die Verbindungen sind effiziente Emitter für organische Leuchtdioden.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201506335