【2022年1月締切】CiNii ArticlesへのCiNii Researchへの統合に伴う機関認証の移行確認について

【1/6更新】2022年4月1日からのCiNii ArticlesのCiNii Researchへの統合について

Amplification of Dissymmetry Factors in π-Extended [7]- and [9]Helicenes

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π-Extended helicenes constitute an important class of polycyclic aromatic hydrocarbons with intrinsic chirality. Herein, we report the syntheses of π-extended [7]helicene 4 and π-extended [9]helicene 6 through regioselective cyclodehydrogenation in high yields, where a "prefusion" strategy plays a key role in preventing undesirable aryl rearrangements. The unique helical structures are unambiguously confirmed by X-ray crystal structure analysis. Compared to the parent pristine [7]helicene and [9]helicene, these novel π-extended helicenes display significantly improved photophysical properties, with a quantum yield of 0.41 for 6. After optical resolution by chiral high-performance liquid chromatography, the chiroptical properties of enantiomers 4-P/M and 6-P/M are investigated, revealing that the small variation in helical length from [7] to [9] can cause an approximately 10-fold increase in the dissymmetry factors. The circularly polarized luminescence brightness of 6 reaches 12.6 M⁻¹ cm⁻¹ as one of the highest among carbohelicenes.

source:https://pubs.acs.org/doi/10.1021/jacs.0c13197

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詳細情報

  • CRID
    1050851087335359488
  • ISSN
    0002-7863
    1520-5126
  • Web Site
    http://id.nii.ac.jp/1394/00001876/
  • 本文言語コード
    en
  • 資料種別
    journal article
  • データソース種別
    • IRDB
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