Pyrene-Fused Azahelicene Showing Circularly Polarized Luminescence
The Scholl reaction of 3,6-bis{2-(pyren-2-yl)phenyl}carbazole produces bispyrene-fused azahelicene. The two pyrenes are arranged in a cross-stack manner with an interplanar distance of 3.34 Å, which induces bright circularly polarized luminescence (CPL) in the visible region. Furthermore, the NH moiety could respond to the fluoride anion and 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), leading to the CPL in the red region. The binding constant (<i>K</i><sub>a</sub>) for F<sup>-</sup> has been determined to be 3 × 10<sup>5</sup> M<sup>-1</sup>, indicating tight binding, despite a single interaction.
Authors
- Tadashi Ema (ORCID: https://orcid.org/0000-0002-2160-6840)
- Chihiro Maeda (ORCID: https://orcid.org/0000-0003-4370-3905)
- Sayaka Michishita
- Yukino Daigen
Institutions
- Okayama University (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-06-13
- DOI
- https://doi.org/10.1021/acs.orglett.5c01670
- Citations
- 5
- Primary Topic
- Synthesis and Properties of Aromatic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 4.68
Funders
- Japan Society for the Promotion of Science