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Reconfiguration of the Symmetry and Charge-Transfer Characteristics of a Triply Crowned 1,3,5-Tris(arylalkynyl)mesitylene by Successive Metal Ion Complexation

  1. Gunther Hennrich1,
  2. Knut Rurack2,
  3. Monika Spieles2

Article first published online: 17 NOV 2005

DOI: 10.1002/ejoc.200500595

Issue

European Journal of Organic Chemistry

European Journal of Organic Chemistry

Volume 2006, Issue 2, pages 516–521, January 2006

Additional Information

How to Cite

Hennrich, G., Rurack, K. and Spieles, M. (2006), Reconfiguration of the Symmetry and Charge-Transfer Characteristics of a Triply Crowned 1,3,5-Tris(arylalkynyl)mesitylene by Successive Metal Ion Complexation. Eur. J. Org. Chem., 2006: 516–521. doi: 10.1002/ejoc.200500595

Author Information

  1. 1

    Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain, Fax: +34-91-497-3966

  2. 2

    Div. I.3, Bundesanstalt für Materialforschung und -prüfung, Richard-Willstätter-Str. 11, 12489 Berlin, Germany, Fax: +49-30-8104-5005

Publication History

  1. Issue published online: 2 JAN 2006
  2. Article first published online: 17 NOV 2005
  3. Manuscript Received: 4 AUG 2005

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Keywords:

  • Acetylenic scaffolding;
  • Donor–acceptor systems;
  • Fluorescence spectroscopy;
  • UV/Vis spectroscopy;
  • Supramolecular chemistry

Abstract

A triply benzocrown-ether-functionalized trialkynylmesitylene derivative with C3 symmetry as well as its linear analogue have been synthesized and their optical properties have been studied by UV/Vis absorption, steady-state and time-resolved fluorescencece spectroscopy. The spectroscopic investigation of the uncomplexed compounds revealed the nature of the electronic and excitonic communication pathway in the ground and excited states of the all-meta-substituted chromophore system. Upon cation complexation, the octopolar character of the free trialkynyl compound becomes dipolar and finally returns to octopolar in the fully complexed species. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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