2,2′‐Tethered Binaphthyl‐Embedded One‐Handed Helical Ladder Polymers: Impact of the Tether Length on Helical Geometry and Chiroptical Property

DOI DOI DOI Web Site 研究データあり 被引用文献2件 参考文献91件 オープンアクセス
  • Tomoyuki Ikai
    Department of Molecular and Macromolecular Chemistry Graduate School of Engineering Nagoya University Chikusa-ku Nagoya 464-8603 Japan
  • Namiki Mishima
    Department of Molecular and Macromolecular Chemistry Graduate School of Engineering Nagoya University Chikusa-ku Nagoya 464-8603 Japan
  • Takehiro Matsumoto
    Department of Molecular and Macromolecular Chemistry Graduate School of Engineering Nagoya University Chikusa-ku Nagoya 464-8603 Japan
  • Sayaka Miyoshi
    Department of Molecular and Macromolecular Chemistry Graduate School of Engineering Nagoya University Chikusa-ku Nagoya 464-8603 Japan
  • Kosuke Oki
    Department of Molecular and Macromolecular Chemistry Graduate School of Engineering Nagoya University Chikusa-ku Nagoya 464-8603 Japan
  • Eiji Yashima
    Department of Molecular and Macromolecular Chemistry Graduate School of Engineering Nagoya University Chikusa-ku Nagoya 464-8603 Japan

書誌事項

公開日
2024-02-05
資源種別
journal article
権利情報
  • http://creativecommons.org/licenses/by-nc-nd/4.0/
  • http://creativecommons.org/licenses/by-nc-nd/4.0/
DOI
  • 10.1002/anie.202318712
  • 10.26434/chemrxiv-2023-5jd8t
  • 10.1002/ange.202318712
公開者
Wiley

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説明

<jats:title>Abstract</jats:title> <jats:p> Synthetic breakthroughs diversify the molecules and polymers available to chemists. We now report the first successful synthesis of a series of optically‐pure 2,2′‐tethered binaphthyl‐embedded helical ladder polymers based on quantitative and chemoselective ladderization by the modified alkyne benzannulations using the 4‐alkoxy‐2,6‐dimethylphenylethynyl group as the alkyne source, inaccessible by the conventional approach lacking the 2,6‐dimethyl substituents. Due to the defect‐free helix formation, the circular dichroism signal increased by more than 6 times the previously reported value. The resulting helical secondary structure can be fine‐tuned by controlling the binaphthyl dihedral angle in the repeating unit with variations in the 2,2′‐alkylenedioxy tethering groups by one carbon atom at a time. The optimization of the helical ladder structures led to a strong circularly polarized luminescence with a high fluorescence quantum yield (28 %) and luminescence dissymmetry factor (2.6×10 <jats:sup>−3</jats:sup> ). </jats:p>

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