Molecular wire behavior in π-stacked donor-bridge-acceptor tertiary arylureas

Tarek A. Zeidan, Qiang Wang, Torsten Fiebig*, Frederick D Lewis

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

41 Scopus citations


The synthesis, structure, and electronic properties of a series of tertiary polyarylureas possessing pyrene and dimethylaniline capping groups separated by zero-to-four phenylenediamine bridging groups are described. These molecules adopt folded π-stacked structures. The dynamics of photoinduced charge separation and charge recombination are investigated by femtosecond broadband pump-probe spectroscopy. The structure lacking a bridging group displays ultrafast charge separation (within 2 ps) and charge recombination typical of stacked dyad systems. Structures having one-to-four bridging groups undergo charge separation with decay times of 8-21 ps and charge recombination with decay times of 60-120 ps that are only weakly dependent upon the distance between the pyrene and dimethylaniline capping groups. This behavior is similar to that of wire-like systems having extended conjugated bridges and provides the first example of wire-like behavior in a π-stacked donor-bridge-acceptor system.

Original languageEnglish (US)
Pages (from-to)9848-9849
Number of pages2
JournalJournal of the American Chemical Society
Issue number32
StatePublished - Aug 15 2007

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry


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