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<p>Controlled fabrication of artificial multiple-stranded helices is central to deciphering chirality complexity and hierarchical self-assembly process. Here, inspired by biological helical nanostructures, we designed a twisted figure-of-eight chiral macrocycle (M1) from pyrene and benzene diimide subcomponents to direct hierarchical assembly of double- and quadruple-stranded superhelices. Single-crystal X-ray diffraction reveals that M1 undergoes charge-transfer and CH⋯<i>π</i> interactions-driven helical wrapping, forming right-handed (<i>P</i>) single strands that intertwine into quadruple <i>π</i>-helical superstructures. Crucially, the macrocycle’s adaptive cavity and interstitial voids could bind electron-deficient naphthalene diimide (NDI) guests through charge transfer interactions, triggering transformation to left-handed (<i>M</i>) double helices. This structural shift induces helicity inversion and optical anisotropy changes, demonstrating a rare case of crystalline-state multiple-helix conversion with supramolecular chirality inversion. This work establishes a template-free methodology for synthesizing multiple-stranded <i>π</i>-helices and controlling their transformations through supramolecular engineering.</p>

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Helical wrapping and charge-transfer driven multi-stranded crystalline helices from a twisted figure-of-eight macrocycle

  • 期刊论文

  • 发表日期：

    2026年2月25日

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  • Cong Du,
  • Xuefeng Zhu,
  • Hanxiao Wang,
  • Tongling Liang,
  • Huahua Fan,
  • Guanghui Ouyang,
  • Minghua Liu

摘要

Controlled fabrication of artificial multiple-stranded helices is central to deciphering chirality complexity and hierarchical self-assembly process. Here, inspired by biological helical nanostructures, we designed a twisted figure-of-eight chiral macrocycle (M1) from pyrene and benzene diimide subcomponents to direct hierarchical assembly of double- and quadruple-stranded superhelices. Single-crystal X-ray diffraction reveals that M1 undergoes charge-transfer and CH⋯π interactions-driven helical wrapping, forming right-handed (P) single strands that intertwine into quadruple π-helical superstructures. Crucially, the macrocycle’s adaptive cavity and interstitial voids could bind electron-deficient naphthalene diimide (NDI) guests through charge transfer interactions, triggering transformation to left-handed (M) double helices. This structural shift induces helicity inversion and optical anisotropy changes, demonstrating a rare case of crystalline-state multiple-helix conversion with supramolecular chirality inversion. This work establishes a template-free methodology for synthesizing multiple-stranded π-helices and controlling their transformations through supramolecular engineering.