Diaryltrisphaeridine derivatives: Synthesis, experimental electrochemical and photophysical properties, and theoretical studies

  1. Caballero, A. 1
  2. Campos, P.J. 1
  3. Rodríguez, M.A. 1
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

Revista:
European Journal of Organic Chemistry

ISSN: 1434-193X

Año de publicación: 2012

Volumen: 32

Páginas: 6357-6363

Tipo: Artículo

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DOI: 10.1002/EJOC.201201051 SCOPUS: 2-s2.0-84868153024 WoS: WOS:000310476000006 GOOGLE SCHOLAR

Otras publicaciones en: European Journal of Organic Chemistry

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Resumen

A series of diaryltrisphaeridines have been synthesized by iodination of trisphaeridine and subsequent Suzuki coupling reactions. The photophysical and electrochemical properties of these compounds have been investigated and it has been found that they are dependent on the aryl substituents. In particular, the presence of dimethylamino groups induces a bright-green emission, thus making this compound a promising candidate for fluorescence devices and molecular sensors. Moreover, the green emission disappears on addition of HCl and this material can therefore also be used as a sensor for protons. The results have been rationalized by DFT and TD-DFT theoretical studies. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.