An Azide-Substituted Triarylborane: A Key Compound for the Facile Synthesis of Fluorescent Triarylboranes Bearing Triazole Moieties as Connectable π-Conjugated System Linkages

Junro Yoshino*, Shota Konishi, Ryosei Kanno, Naoto Hayashi, Hiroyuki Higuchi

*この論文の責任著者

研究成果: ジャーナルへの寄稿学術論文査読

7 被引用数 (Scopus)

抄録

Tris(4-azido-2,6-dimethylphenyl)borane was readily synthesized from an amino-substituted triarylborane using tert-butyl nitrite and trimethylsilylazide. This compound can easily be converted into triarylboranes bearing various π-conjugated moieties with triazole ring π-linkers through a Huisgen cycloaddition. UV/Vis absorption spectra and DFT calculations suggested that constructing a triazole linker successfully extended the π-conjugated system of triarylboranes. Triarylboranes obtained using this method maintained their fluorescent nature. In particular, the triarylborane linking N,N-dimethylaminophenyl groups with triazole rings exhibited notable visible solvatofluorochromism and fluorescence color change upon addition of a fluoride anion.

本文言語英語
ページ(範囲)6117-6121
ページ数5
ジャーナルEuropean Journal of Organic Chemistry
2019
35
DOI
出版ステータス出版済み - 2019/09/22

ASJC Scopus 主題領域

  • 物理化学および理論化学
  • 有機化学

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