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Regioisomeric Dipyridinium-Incorporated [10]Cycloparaphenylenes: Synthesis, Electronic Properties, and Host-Guest

Yan Hu¹, Dongmei Zhang¹, Jiao Ming¹

¹College of Chemistry, Key Laboratory of Green Chemistry and Technology of Ministry of Education, Sichuan University, Chengdu, 610064, China.

Organic Letters

|April 28, 2026

Abstract:

Two regioisomeric dipyridinium-incorporated [10]CPPs, Dipy[10]CPP-1 and Dipy[10]CPP-2, were synthesized, featuring two pyridinium units separated by three and four benzene rings, respectively. Single-crystal X-ray diffraction confirmed the structures of both macrocycles and their corresponding C₆₀ inclusion complexes. Photophysical studies and DFT calculations reveal that the relative positioning of the pyridinium units influences the optical properties and HOMO-LUMO gaps of these donor-acceptor nanohoops. This work demonstrates that positional isomerism on the nanohoop framework is an effective strategy for tuning electronic properties and expands the design space for functionalized carbon nanohoops.

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