Citation: Tianlu Wu, Jiaojiao Yang, Yaru Liu, Chen Wang, Jiwen Zhang, Ren-Hui Zheng, Huan Yu, Rui Liu, Dapeng Lu. Size-controlled synthesis of N-doped [10]CPPs and investigation on the variations of their binding affinities with fullerene[J]. Chinese Chemical Letters, ;2026, 37(9): 112199. doi: 10.1016/j.cclet.2025.112199 shu

Size-controlled synthesis of N-doped [10]CPPs and investigation on the variations of their binding affinities with fullerene

Tianlu Wu ^{a, 1} ,
Jiaojiao Yang ^{a, 1} ,
Yaru Liu ^a ,
Chen Wang ^a ,
Jiwen Zhang ^a ,
Ren-Hui Zheng ^c ,
Huan Yu ^{a, *,} ,
Rui Liu ^{b, *,} ,
Dapeng Lu ^{a, *,}

a.
Inflammation and Immune Mediated Diseases Laboratory of Anhui Province, The Key Laboratory of Antiinflammatory and Immune Medicine, Ministry of Education, School of Pharmacy, Anhui Medical University, Hefei 230032, China
b.
School of Basic Medical Sciences, Anhui Medical University, Hefei 230032, China
c.
Beijing National Laboratory for Molecular Sciences, State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China

hyu@iim.ac.cn

liurui@ahmu.edu.cn

ludapeng@ahmu.edu.cn

Received Date: 11 August 2025
Revised Date: 16 November 2025
Accepted Date: 28 November 2025
Available Online: 29 November 2025

Figures(6)

Cycloparaphenylenes (CPPs) and related carbon nanohoops have garnered significant research interest owing to their unique optoelectronic properties, charge transport characteristics, and host-guest chemistry. Nevertheless, the development of heteroatom-doped carbon nanorings, particularly nitrogen-doped (N-doped) systems, remains limited, and systematic investigations of their host-guest interactions are still scarce. In this work, we present the synthesis of a series of size-controlled aza[10]CPP derivatives designed as optimal hosts for fullerene C₆₀ encapsulation. The acid-responsive optical properties of these N-doped nanorings were thoroughly examined through absorption and fluorescence spectroscopy. Furthermore, we experimentally evaluated and theoretically analyzed the variations in their binding affinities toward C₆₀, elucidating key structural factors that govern supramolecular complexation, including π-π stacking interactions, geometric adaptability, and charge distribution. These findings would provide new insights for advancing strained nanohoop systems in supramolecular chemistry and organic electronic applications.
- Cycloparaphenylenes,
- Size-controlled synthesis,
- Host-guest chemistry,
- Nitrogen-doping,
- Fullerene
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