Helter-Skelter-like perylene polyisocyanopeptides

E. Schwartz, Erik Schwartz, Vincenzo Palermo, Chris E. Finlayson, Ya-Shih Huang, Matthijs B.J. Otten, Andrea Liscio, Sara Trapani, Irene Gonzalez-Valls, Patrick Brocorens, Jeroen Johannes Lambertus Maria Cornelissen, Kalina Peneva, Klaus Mullen, Frank C. Spano, Arkady Yartsev, Sebastian Westenhoff, Richard H. Friend, David Beljonne, Roeland J.M. Nolte, Paolo SamoriAlan E. Rowan

Research output: Contribution to journalArticleAcademicpeer-review

61 Citations (Scopus)

Abstract

Exciton migration! Spectroscopic analyses and extensive molecular dynamics studies revealed a well-defined 41 helix in which the perylene molecules (see figure) form four “helter-skelter-like” overlapping pathways along which excitons and electrons can rapidly migrate. We report on a combined experimental and computational investigation on the synthesis and thorough characterization of the structure of perylene-functionalized polyisocyanides. Spectroscopic analyses and extensive molecular dynamics studies revealed a well defined 41 helix in which the perylene molecules form four “helter skelter-like” overlapping pathways along which excitons and electrons can rapidly migrate. The well-defined polymer scaffold stabilized by hydrogen bonding, to which the chromophores are attached, accounts for the precise architectural definition, and molecular stiffness observed for these molecules. Molecular-dynamics studies showed that the chirality present in these polymers is expressed in the formation of stable right-handed helices. The formation of chiral supramolecular structures is further supported by the measured and calculated bisignated Cotton effect. The structural definition of the chromophores aligned in one direction along the backbone is highlighted by the extremely efficient exciton migration rates and charge densities measured with Transient Absorption Spectroscopy
Original languageUndefined
Pages (from-to)2536-2547
Number of pages12
JournalChemistry: a European journal
Volume15
Issue number11
DOIs
Publication statusPublished - 2009

Keywords

  • perylene diimides
  • electron transport
  • IR-77785
  • Polymers
  • METIS-263213
  • polyisocyanides

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