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Oligo(2,5-thienyleneethynylene)s with Terminal Donor-Acceptor Substitution†

  1. Herbert Meier,
  2. Bastian Mühling,
  3. Annette Oehlhof,
  4. Sonja Theisinger,
  5. Enzio Kirsten

Article first published online: 11 NOV 2005

DOI: 10.1002/ejoc.200500449

Issue

European Journal of Organic Chemistry

European Journal of Organic Chemistry

Volume 2006, Issue 2, pages 405–413, January 2006

Additional Information

How to Cite

Meier, H., Mühling, B., Oehlhof, A., Theisinger, S. and Kirsten, E. (2006), Oligo(2,5-thienyleneethynylene)s with Terminal Donor-Acceptor Substitution. Eur. J. Org. Chem., 2006: 405–413. doi: 10.1002/ejoc.200500449

Author Information

  1. Institute of Organic Chemistry, University of Mainz, Duesbergweg 10–14, 55099 Mainz, Germany, Fax: +49-6131-3925396

  1. †

    Dedicated to Professor Horst Kunz on the occasion of his 65th birthday

Publication History

  1. Issue published online: 2 JAN 2006
  2. Article first published online: 11 NOV 2005
  3. Manuscript Received: 21 JUN 2005

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Keywords:

  • Oligomers;
  • Conjugation;
  • Push-pull effect;
  • Chromophores

Abstract

Five oligo(2,5-thienyleneethynylene) series (OTE, n = 1–5), namely the push-pull substituted compounds 1b-5b and 1c-5c, the purely donor substituted compounds 1a-5a and two precursor series with protected and deprotected ethynyl end-groups, respectively, were obtained by a convergent synthetic strategy. The extension of the conjugated chromophores in the donor-acceptor OTE (DAOTE) series is superimposed by an intramolecular charge transfer (ICT), which decreases with an increasing number, n, of repeat units. The overall effect is studied by the convergence of the UV/Vis absorption maxima λmax (n) → λ∞ for n → ∞.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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