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Updated: Oct 25, 2026

Synthetic Methodology for Asymmetric Ferrocene Derived Bio-conjugate Systems via Solid Phase Resin-based Methodology
Published on: March 12, 2015
Linker-Dependent Conformational Switching in Side-Chain-Type Ferrocene-Functionalized Nanohoops
Yuanping Li1, Yanting Shi1, Yuanyuan Wen2
1Key Laboratory of Advanced Carbon-Based Functional Materials (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou350108, China.
Abstract:
We report the synthesis of two ferrocene-tethered side-chain nanohoops, Fc[8]CPP-L and Fc[8]CPP-M, via a streamlined shotgun macrocyclization protocol. Systematic variation of the tether length uncovers an interesting structure-property relationship: Fc[8]CPP-L exhibits coexisting intra- and intermolecular ferrocene inclusion, whereas Fc[8]CPP-M displays exclusively intermolecular host-guest arrangements. Remarkably, DFT calculations reveal a low rotational barrier (∼23 kcal mol-1) for the tethered phenyl ring, enabling facile 360° inward rotation of the ferrocene moiety under mild conditions. Electrochemical analyses confirm retained reversible redox activity, with frontier orbitals spatially partitioned between the ferrocene (HOMO) and the CPP backbone (LUMO), facilitating efficient photoinduced electron transfer. This work establishes side-chain engineering as a powerful strategy to program cavity conformation, crystalline polymorphism, and dynamic behavior in organometallic nanohoops, laying the foundation for multi-stimuli-responsive supramolecular materials.
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