Hierarchical supramolecular assembly of sterically demanding π-systems by conjugation with oligoprolines

  • Angew Chem Int Ed Engl. 2014 Nov 10;53(46):12537-41. doi: 10.1002/anie.201408279.
Urszula Lewandowska  1 ,  Wojciech Zajaczkowski ,  Long Chen ,  Francelin Bouillière ,  Dapeng Wang ,  Kaloian Koynov ,  Wojciech Pisula ,  Klaus Müllen ,  Helma Wennemers
Affiliations
  • 1. Laboratory of Organic Chemistry, ETH Zürich, Vladimir-Prelog-Weg 3, 8093 Zürich (Switzerland).
PMID: 25303332 DOI: 10.1002/anie.201408279
Abstract

Self-assembly from flexible worm-like threads via bundles of rigid fibers to nanosheets and nanotubes was achieved by covalent conjugation of perylene monoimide (PMI) chromophores with oligoprolines of increasing length. Whereas the chromophoric π-system and the peptidic building block do not self-aggregate, the covalent conjugates furnish well-ordered supramolecular structures with a common wall/fiber thickness. Their morphology is controlled by the number of repeat units and can be tuned by seemingly subtle structural modifications.

Keywords
J-aggregates; nanostructures; peptides; self-assembly; π-π interactions.
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