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Hirai H, Nakajima K, Nakatsuka S, et al. One-Step Borylation of 1,3-Diaryloxybenzenes Towards Efficient Materials for Organic Light-Emitting Diodes. Angew Chem Int Ed Engl. 2015;54(46):13581-5doi: 10.1002/anie.201506335.
Hirai, H., Nakajima, K., Nakatsuka, S., Shiren, K., Ni, J., Nomura, S., Ikuta, T., & Hatakeyama, T. (2015). One-Step Borylation of 1,3-Diaryloxybenzenes Towards Efficient Materials for Organic Light-Emitting Diodes. Angewandte Chemie (International ed. in English), 54(46), 13581-5. https://doi.org/10.1002/anie.201506335
Hirai, Hiroki, et al. "One-Step Borylation of 1,3-Diaryloxybenzenes Towards Efficient Materials for Organic Light-Emitting Diodes." Angewandte Chemie (International ed. in English) vol. 54,46 (2015): 13581-5. doi: https://doi.org/10.1002/anie.201506335
Hirai H, Nakajima K, Nakatsuka S, Shiren K, Ni J, Nomura S, Ikuta T, Hatakeyama T. One-Step Borylation of 1,3-Diaryloxybenzenes Towards Efficient Materials for Organic Light-Emitting Diodes. Angew Chem Int Ed Engl. 2015 Nov 09;54(46):13581-5. doi: 10.1002/anie.201506335. Epub 2015 Sep 18. PMID: 26380959.
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Angew Chem Int Ed Engl. 2015 Nov 09;54(46):13581-5. doi: 10.1002/anie.201506335. Epub 2015 Sep 18.

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

Angewandte Chemie (International ed. in English)

Hiroki Hirai, Kiichi Nakajima, Soichiro Nakatsuka, Kazushi Shiren, Jingping Ni, Shintaro Nomura, Toshiaki Ikuta, Takuji Hatakeyama

Affiliations

  1. Department of Chemistry, School of Science and Technology, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo 669-1337 (Japan).
  2. JNC Petrochemical Corporation, 5-1 Goi Kaigan, Ichihara, Chiba 290-8551 (Japan).
  3. Department of Chemistry, School of Science and Technology, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo 669-1337 (Japan). [email protected].
  4. PRESTO (Japan) Science and Technology Agency, 5, Sanbancho, Chiyoda, Tokyo 102-0075 (Japan). [email protected].
  5. ESICB, Kyoto University, Katsura, Kyoto 615-8520 (Japan). [email protected].

PMID: 26380959 DOI: 10.1002/anie.201506335

Abstract

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.

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: aromaticity; borylation; helicene; light-emitting diodes; phosphorescence

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