Synthesis and photophysics of a red-light absorbing supramolecular chromophore system

Jeroen A. Rombouts, Janneke Ravensbergen, Raoul N. Frese, John T.M. Kennis, Andreas W. Ehlers, J. Chris Slootweg, Eelco Ruijter, Koop Lammertsma, Romano V.A. Orru

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)


In search of supramolecular antenna systems for light-harvesting applications, we report on a short and effective synthesis of a fused NDI-zinc-salphen-based chromophore (salphen = bis-salicylimide phenylene) and its photophysical properties. A supramolecular recognition motif is embedded into the chromophoric π-system of this compound. The fused π-chromophore behaves as one pigment, absorbs light between 600 and 750nm and displays a modest Stokes shift. Upon binding pyridines, the compound (DATZnS) does not change its redox potentials, does not undergo any internal excited state quenching and does not appreciably alter its excited state lifetime. These notable properties define DATZnS as an alternative to porphyrin-based components used in supramolecular light-harvesting architectures.

Original languageEnglish
Pages (from-to)10285-10291
Number of pages7
JournalChemistry - A European Journal
Issue number33
Publication statusPublished - 11 Aug 2014
Externally publishedYes


  • naphthalene diimides
  • porphyrinoids
  • supramolecular light harvesting
  • time-resolved spectroscopy
  • zinc-salphen complexes

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry


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