Integrating the fluorene substructure into azaacenes: syntheses of novel fluorophores

Dörthe Jakobi 1 , André Schumann 2  and Rainer Beckert 2
  • 1 Institut für Organische und Makromolekulare Chemie, Friedrich-Schiller-Universität Jena, Humboldtstr 10, D-07743 Jena, Germany
  • 2 Institut für Organische und Makromolekulare Chemie, Friedrich-Schiller-Universität Jena, Humboldtstr 10, D-07743 Jena, Germany
Dörthe Jakobi
  • Corresponding author
  • Institut für Organische und Makromolekulare Chemie, Friedrich-Schiller-Universität Jena, Humboldtstr 10, D-07743 Jena, Germany, doerthe.jakobi@gmail.com
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, André Schumann
  • Institut für Organische und Makromolekulare Chemie, Friedrich-Schiller-Universität Jena, Humboldtstr 10, D-07743 Jena, Germany
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and Rainer Beckert
  • Institut für Organische und Makromolekulare Chemie, Friedrich-Schiller-Universität Jena, Humboldtstr 10, D-07743 Jena, Germany
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Abstract

In this study, we report on the syntheses of novel angular fused azaacenes. For this purpose, the synthesis of the bis-diamine 2 (TABEF) could be shortened and optimized. The condensation reaction of 2 with different types of 1,2-diketones yielded new azaacene derivatives of types 10, 11 and 12. Analogously, 2 was cyclized with thionyl chloride to give the piazthiol derivative 13. The optical and electrochemical properties of all new compounds were investigated by UV/Vis absorption, fluorescence emission spectroscopy and cyclovoltammetric measurements.

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Zeitschrift für Naturforschung B is an international scientific journal which publishes original papers, microreviews, and letters from all areas of inorganic chemistry, solid state chemistry, coordination chemistry, molecular chemistry, and organic chemistry.

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