Electron sharing and anion-π recognition in molecular triangular prisms

Severin T. Schneebeli, Marco Frasconi, Zhichang Liu, Yilei Wu, Daniel M. Gardner, Nathan L. Strutt, Chuyang Cheng, Raanan Carmieli, Michael R. Wasielewski, J. Fraser Stoddart

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113 Citations (Scopus)


Stacking on a full belly: Triangular molecular prisms display electron sharing among their triangularly arranged naphthalenediimide (NDI) redox centers. Their electron-deficient cavities encapsulate linear triiodide anions, leading to the formation of supramolecular helices in the solid state. Chirality transfer is observed from the six chiral centers of the filled prisms to the single-handed helices.

Original languageEnglish
Pages (from-to)13100-13104
Number of pages5
JournalAngewandte Chemie - International Edition
Issue number49
Publication statusPublished - Dec 2 2013



  • anion-π interactions
  • helical π-π stacking
  • macrocycles
  • mixed-valence compounds
  • radical anions

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Cite this

Schneebeli, S. T., Frasconi, M., Liu, Z., Wu, Y., Gardner, D. M., Strutt, N. L., Cheng, C., Carmieli, R., Wasielewski, M. R., & Stoddart, J. F. (2013). Electron sharing and anion-π recognition in molecular triangular prisms. Angewandte Chemie - International Edition, 52(49), 13100-13104. https://doi.org/10.1002/anie.201307984