Synthesis of bright red-emissive dicyanoetheno-bridged hexa-peri-hexabenzocoronene dimers

• Oda, Kazuma

• Hiroto, Satoru

• Hisaki, Ichiro

• Shinokubo, Hiroshi

抄録

The introduction of a dicyanomethyl anion group to hexa-peri-hexabenzocoronene (HBC) substantially enhanced the emission properties of HBC due to a large perturbation of its electronic structure. In addition, dicyanoetheno-bridged HBC dimers obtained from oxidation of a dicyanomethyl HBC anion exhibited bright red emission in solution and solid states. Intramolecular charge transfer interactions between the HBC units and the dicyanoethene bridge induced solvatochromic behaviour in their emission spectra. Dicyanoetheno-bridged HBC dimers exhibited cis–trans photoisomerization behaviour in the solution, affording the mixture in cis-isomer dominance in the photostationary state. Theoretical calculations revealed that the cis-isomer is more thermodynamically stable than the trans-isomer.

収録刊行物

• Organic & Biomolecular Chemistry

  Organic & Biomolecular Chemistry 15 (6), 1426-1434, 2017-02-14

  Royal Society of Chemistry

キーワード

• Organic Chemistry
• Physical and Theoretical Chemistry
• Biochemistry

詳細情報

• CRID: 1050282813782522880
• NII論文ID: 120006305604
• DOI: 10.1039/c6ob02775j
• ISSN: 14770539
• ISSN: 14770520
• HANDLE: 2237/26573
• Web Site: https://nagoya.repo.nii.ac.jp/records/24364
• Web Site: http://pubs.rsc.org/en/content/articlepdf/2017/OB/C6OB02775J
• 本文言語コード: en
• 資料種別: journal article
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