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Symmetry-breaking host–guest assembly in a hydrogen-bonded supramolecular system

Author

Listed:
  • Shinnosuke Horiuchi

    (Graduate School of Engineering, Nagasaki University
    TU Dortmund University
    Graduate School of Arts and Sciences, The University of Tokyo)

  • Takumi Yamaguchi

    (Japan Advanced Institute of Science and Technology)

  • Jacopo Tessarolo

    (TU Dortmund University)

  • Hirotaka Tanaka

    (Graduate School of Engineering, Nagasaki University)

  • Eri Sakuda

    (Graduate School of Engineering, Nagasaki University
    TU Dortmund University)

  • Yasuhiro Arikawa

    (Graduate School of Engineering, Nagasaki University)

  • Eric Meggers

    (Philipps-Universität Marburg)

  • Guido H. Clever

    (TU Dortmund University)

  • Keisuke Umakoshi

    (Graduate School of Engineering, Nagasaki University)

Abstract

Bio-inspired self-assembly is invaluable to create well-defined giant structures from small molecular units. Owing to a large entropy loss in the self-assembly process, highly symmetric structures are typically obtained as thermodynamic products while formation of low symmetric assemblies is still challenging. In this study, we report the symmetry-breaking self-assembly of a defined C1-symmetric supramolecular structure from an Oh-symmetric hydrogen-bonded resorcin[4]arene capsule and C2-symmetric cationic bis-cyclometalated Ir complexes, carrying sterically demanding tertiary butyl (tBu) groups, on the basis of synergistic effects of weak binding forces. The flexible capsule framework shows a large structural change upon guest binding to form a distorted resorcin[4]arene hexameric capsule, providing an asymmetric cavity. Location of the chiral guest inside the anisotropic environment leads to modulation of its Electric Dipole (ED) and Magnetic Dipole (MD) transition moments in the excited state, causing an increased emission quantum yield, longer emission lifetime, and enhancement of the dissymmetry factor (glum) in the circularly polarized luminescence.

Suggested Citation

  • Shinnosuke Horiuchi & Takumi Yamaguchi & Jacopo Tessarolo & Hirotaka Tanaka & Eri Sakuda & Yasuhiro Arikawa & Eric Meggers & Guido H. Clever & Keisuke Umakoshi, 2023. "Symmetry-breaking host–guest assembly in a hydrogen-bonded supramolecular system," Nature Communications, Nature, vol. 14(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:14:y:2023:i:1:d:10.1038_s41467-023-35850-4
    DOI: 10.1038/s41467-023-35850-4
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    References listed on IDEAS

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    1. Leonard R. MacGillivray & Jerry L. Atwood, 1997. "A chiral spherical molecular assembly held together by 60 hydrogen bonds," Nature, Nature, vol. 389(6650), pages 469-472, October.
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