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Porphyrin-naphthodiimide interactions as a structural motif in foldamers and supramolecular assemblies

Organic and Biomolecular Chemistry, ISSN: 1477-0520, Vol: 6, Issue: 14, Page: 2534-2543
2008
  • 15
    Citations
  • 0
    Usage
  • 12
    Captures
  • 0
    Mentions
  • 0
    Social Media
Metric Options:   Counts1 Year3 Year

Metrics Details

  • Citations
    15
    • Citation Indexes
      15
  • Captures
    12

Article Description

π-π Stacking interactions between electron deficient naphthalenediimides (NDI) and electron-rich porphyrins (POR) leading to charge transfer are shown to be prevalent in linked NDI-POR and POR-NDI-POR structures. For flexibly-linked systems, intramolecular interactions lead to S-shaped foldamers in solution, whereas intermolecular association is predominant in more rigid systems. The foldamer structures can be interrupted by competing aromatic solvents, by six-coordination of metallated porphyrin derivatives, by protonation of the free base porphyrin in non-metallated structures, and in facially sterically hindered porphyrins. © The Royal Society of Chemistry 2008.

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