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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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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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cited_by	cdi_FETCH-LOGICAL-c2995-a9da4c01ce7f33b85731914c0d927871674ceb6a9a62852dcb821e0679d0ad653
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container_title	Angewandte Chemie
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creator	Hirai, Hiroki Nakajima, Kiichi Nakatsuka, Soichiro Shiren, Kazushi Ni, Jingping Nomura, Shintaro Ikuta, Toshiaki Hatakeyama, Takuji
description	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.
doi_str_mv	10.1002/ange.201506335
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subjects	Activated Aromatic compounds Aromatizität Boron Borylierungen Chemistry Diodes Emittance Fluorescence Helicen Leuchtdioden Molecular orbitals Organic light-emitting diodes Phosphorescence Phosphoreszenz Synthesis
title	One-Step Borylation of 1,3-Diaryloxybenzenes Towards Efficient Materials for Organic Light-Emitting Diodes
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