π‐Extended Heli(aminoborane)s with Highly Bright Circularly Polarized Luminescence and Narrowband Emission
Helical molecular carbons (HMCs) possess high absorption/luminescence dissymmetry factors (g<sub>abs</sub>/g<sub>lum</sub>) and significant luminescence quantum yield (Φ<sub>lum</sub>), resulting in a high circularly polarized luminescence (CPL) brightness (B<sub>CPL</sub>), which is essential for the development of CPL materials for practical applications. Herein, we designed and synthesized a series of boron-nitrogen (BN)-doped HMCs, named π-extended heli(aminoborane)s (E[10]HAB-A, E[10]HAB-B and E[10]HAB-C), consisting of laterally π-extended [10]helicene skeleton with alternating N and B atoms at the inner rim. The aromaticity, electronic structures, and photophysical properties of E[10]HAB-A/B/C were systematically investigated through experiments and theoretical calculations. E[10]HAB-A/B/C displayed remarkable photophysical properties, including high molar extinction coefficient and bright narrowband emission. The isolated enantiomers of E[10]HAB-A/B/C exhibited intense circular dichroism (CD) and CPL, in which E[10]HAB-A shows g<sub>abs</sub> and g<sub>lum</sub> values up to 0.024 and 0.017, simultaneously with high Φ<sub>lum</sub> of 82 % and a narrow full width at half maximum of 16 nm. Accordingly, E[10]HAB-A exhibits a B<sub>CPL</sub> as high as 583 M<sup>-1</sup> cm<sup>-1</sup>, which is the largest value among the reported BN-doped HMCs. Our study indicates that inner rim BN-doping and π-extension are effective strategies to achieve high Φ<sub>lum</sub> and balanced g<sub>lum</sub> values in HMCs.
Authors
- Long Jiang (ORCID: https://orcid.org/0000-0002-3230-4522)
- Faan-Fung Hung
- Junzhi Liu (ORCID: https://orcid.org/0000-0001-7146-0942)
- Chi‐Ming Che (ORCID: https://orcid.org/0000-0002-2554-7219)
- Chang Wang (ORCID: https://orcid.org/0000-0002-8350-1526)
- Yang Yu (ORCID: https://orcid.org/0000-0002-6145-8811)
Institutions
- Sun Yat-sen University (CN)
- Chinese University of Hong Kong (HK)
- State Key Laboratory of Synthetic Chemistry (CN)
- Institut de Recherche et d’Innovation (FR)
- University of Hong Kong (HK)
Publication Details
- Journal
- Angewandte Chemie International Edition
- Published
- 2025-02-20
- DOI
- https://doi.org/10.1002/anie.202501645
- Citations
- 26
- Primary Topic
- Synthesis and Properties of Aromatic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 24.34
Funders
- National Natural Science Foundation of China
- Chinese Academy of Sciences
- Innovation and Technology Commission
- University of Hong Kong