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Chiral recognition via helical sense and phase in a crystalline supramolecular array of intermeshed triple-helices

  • Robert Glaser

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

Hexatertiary butyl-substituted D3-symmetrical cage ligands composed of octahedral bidentate complexes of Ni(II) or Cu(II) ligated on either side to triskelion arrangements of three salicyl rings bound to a central nitrogen hub atom exhibit triplehelical conformations. Maximization of intermolecular aromatic-aromatic interactions between these complexes promote extended tongue and groove interleaving and affords a supramolecular array of diastereomeric intermeshed C3-symmetrical triple-helices perpetuating sideways throughout alternating enantiomeric layer stacks in the entire P-3 space group crystal lattice. Chiral recognition within these supramolecular ensembles is based upon the principles of helical sense and phase. A discussion of the symmetry, mechanical and chemical factors, and constraints influencing the formation of these self-assembled crystalline supramolecular ensembles will be presented.

Original languageEnglish
Pages (from-to)910-918
Number of pages9
JournalChirality
Volume20
Issue number8
DOIs
StatePublished - 1 Aug 2008

Keywords

  • Chiral recognition
  • Helical stereochemistry
  • Interleaving helixes
  • Intermeshing helixes
  • Supramolecular ensembles

ASJC Scopus subject areas

  • Analytical Chemistry
  • Catalysis
  • Pharmacology
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

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