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Integrating the fluorene substructure into azaacenes: syntheses of novel fluorophores

  • Dörthe Jakobi EMAIL logo , André Schumann and Rainer Beckert
Published/Copyright: June 8, 2018
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Zeitschrift für Naturforschung B
From the journal Zeitschrift für Naturforschung B Volume 73 Issue 7

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.

Keywords: angular fused azaacenes; chromophores; condensation reaction; fluorophores; vic-diamines

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Received: 2018-02-06
Accepted: 2018-02-20
Published Online: 2018-06-08
Published in Print: 2018-07-26

©2018 Walter de Gruyter GmbH, Berlin/Boston

Articles in the same Issue

  1. Frontmatter
  2. In this Issue
  3. Preface
  4. The role of iminium salts, imines and related compounds in chemistry
  5. Original Articles
  6. A simple route to 2-aryl-substituted naphtho[2,1-e][1,2,4]triazinium and naphtho[2,1-e][1,2,3,4]tetrazinium salts from 1-arylazo-substituted 2-naphthylamines
  7. Orthoamide und Iminiumsalze, XCII. Synthese und Reaktionen von Orthoamiden aus ethinylierten Terpenderivatena
  8. Orthoamide und Iminiumsalze, XCIII. Darstellung und Umsetzungen eines vinylogen Orthoamid-Derivats der Kohlensäure mit CH2-aciden Verbindungena
  9. Synthesis of functionalized pyrazole derivatives by regioselective [3+2] cycloadditions of N-Boc-α-amino acid-derived ynones
  10. Chemistry and spectroscopy of cross-conjugated and pseudo-cross-conjugated quinolinium-ethynyl-benzoate mesomeric betaines
  11. Integrating the fluorene substructure into azaacenes: syntheses of novel fluorophores
  12. Thermal metal-free [2+2] cycloaddition of acetylenedicarboxylates to polysubstituted butadienes
  13. Protic ionic liquids as catalysts for a three-component coupling/hydroarylation/dehydrogenation tandem reaction
  14. Review
  15. Iminiumsalz-Strukturen bei der durch Pyridoxalphosphat (Vitamin B6) katalysierten Bildung von Aromastoffen und Fehlaromen im Wein
https://doi.org/10.1515/znb-2018-0023
Keywords for this article
angular fused azaacenes; chromophores; condensation reaction; fluorophores; vic-diamines

Articles in the same Issue

  1. Frontmatter
  2. In this Issue
  3. Preface
  4. The role of iminium salts, imines and related compounds in chemistry
  5. Original Articles
  6. A simple route to 2-aryl-substituted naphtho[2,1-e][1,2,4]triazinium and naphtho[2,1-e][1,2,3,4]tetrazinium salts from 1-arylazo-substituted 2-naphthylamines
  7. Orthoamide und Iminiumsalze, XCII. Synthese und Reaktionen von Orthoamiden aus ethinylierten Terpenderivatena
  8. Orthoamide und Iminiumsalze, XCIII. Darstellung und Umsetzungen eines vinylogen Orthoamid-Derivats der Kohlensäure mit CH2-aciden Verbindungena
  9. Synthesis of functionalized pyrazole derivatives by regioselective [3+2] cycloadditions of N-Boc-α-amino acid-derived ynones
  10. Chemistry and spectroscopy of cross-conjugated and pseudo-cross-conjugated quinolinium-ethynyl-benzoate mesomeric betaines
  11. Integrating the fluorene substructure into azaacenes: syntheses of novel fluorophores
  12. Thermal metal-free [2+2] cycloaddition of acetylenedicarboxylates to polysubstituted butadienes
  13. Protic ionic liquids as catalysts for a three-component coupling/hydroarylation/dehydrogenation tandem reaction
  14. Review
  15. Iminiumsalz-Strukturen bei der durch Pyridoxalphosphat (Vitamin B6) katalysierten Bildung von Aromastoffen und Fehlaromen im Wein
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