Toward an n-type molecular wire: Electron hopping within linearly linked perylenediimide oligomers

Thea M. Wilson, Michael J. Tauber, Michael R. Wasielewski

Research output: Contribution to journalArticlepeer-review

78 Scopus citations

Abstract

A series of linearly linked perylenediimide (PDI) dimers and trimers were synthesized in which the PDI π systems are nearly orthogonal. These oligomers and several model compounds were singly reduced, and intramolecular electron hopping between the PDI molecules was probed by electron paramagnetic resonance (EPR) and electron nuclear double resonance (ENDOR) spectroscopy. When the functional groups attached to the ends of the oligomers were chosen to make each PDI molecule electronically equivalent, the single electron hops between the PDI molecules with rates that significantly exceed 107 s -1. Rapid electron hopping between pairs of PDI molecules having orthogonal π systems is unexpected and may expand the possible design motifs for organic electronic materials based on PDI.

Original languageEnglish (US)
Pages (from-to)8952-8957
Number of pages6
JournalJournal of the American Chemical Society
Volume131
Issue number25
DOIs
StatePublished - Jul 1 2009

ASJC Scopus subject areas

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

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