π-Truncation of a Parent Nanographene: Chirally Twisted Green Fluorophores
The twist operation of the π-skeleton would induce left or right handedness. Herein, we report two chirally twisted C<sub>64</sub> nanographenes designed by formally erasing two fused benzenes from a parent C<sub>76</sub> nanographene. These C<sub>64</sub> nanographenes possess two [6]helical units implemented around a central pyrene core in a different arrangement. The π-truncation pulls the emission bands hypsochromically from the red (C<sub>76</sub>, λ<sub>max</sub> = 612 nm) to green (C<sub>64</sub>, λ<sub>max</sub> = 505 and 506 nm) region. Curiously, the +/- sign of circularly polarized luminescence at the S<sub>1</sub> → S<sub>0</sub> transition was reversed between the two C<sub>64</sub> nanographenes despite them possessing the same handedness. This is attributed to the slight difference in the arrangement of the two transition dipole moments fluctuating at around 90°, as suggested computationally.
Authors
- Ziqiang Xu (ORCID: https://orcid.org/0000-0002-8258-5342)
- Huricha Baigude (ORCID: https://orcid.org/0000-0001-5479-182X)
- Shuqin Han
- Chaolumen Chaolumen
- Yoshifumi Hashikawa (ORCID: https://orcid.org/0000-0001-7834-9593)
- Meng He (ORCID: https://orcid.org/0000-0002-4260-799X)
- Tianyu Zhang (ORCID: https://orcid.org/0000-0003-4281-7417)
Institutions
- Kyoto University (JP)
- Inner Mongolia University (CN)
- Kyoto Bunkyo University (JP)
- Kyoto University Institute for Chemical Research
Publication Details
- Journal
- Organic Letters
- Published
- 2025-06-18
- DOI
- https://doi.org/10.1021/acs.orglett.5c01902
- Citations
- 2
- Primary Topic
- Synthesis and Properties of Aromatic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- Asahi Glass Foundation
- Takahashi Industrial and Economic Research Foundation
- Japan Association for Chemical Innovation
- Education Department of Inner Mongolia Autonomous Region
- National Natural Science Foundation of China
- Yazaki Memorial Foundation for Science and Technology
- Institute for Chemical Research, Kyoto University