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Verfasst von:Stuck, Fabian [VerfasserIn]   i
 Dietl, Martin C. [VerfasserIn]   i
 Meißner, Maximilian [VerfasserIn]   i
 Sebastian, Finn [VerfasserIn]   i
 Rudolph, Matthias [VerfasserIn]   i
 Rominger, Frank [VerfasserIn]   i
 Krämer, Petra [VerfasserIn]   i
 Hashmi, A. Stephen K. [VerfasserIn]   i
Titel:Modular two-step Access to π-extended naphthyridine systems
Titelzusatz:potent building blocks for organic electronics
Verf.angabe:Fabian Stuck, Martin C. Dietl, Maximilian Meißner, Finn Sebastian, Matthias Rudolph, Frank Rominger, Petra Krämer, and A. Stephen K. Hashmi
Jahr:2022
Umfang:6 S.
Fussnoten:First published: 10 November 2021 ; Gesehen am 04.01.2023
Titel Quelle:Enthalten in: Angewandte Chemie. International edition
Ort Quelle:Weinheim : Wiley-VCH, 1998
Jahr Quelle:2022
Band/Heft Quelle:61(2022), 4, Artikel-ID e202114277, Seite 1-6
ISSN Quelle:1521-3773
Abstract:Efficient synthetic approaches for the incorporation of nitrogen into polyaromatic compounds (PACs) in different patterns as stabilising moiety for π-extended systems and modification tool for optoelectronic properties remain a challenge until today. Herein, we developed a new versatile pathway to napthyridine-based PACs as non-symmetric and regioisomeric pendant to pyrazine-based PACs. A combination of a gold-catalysed synthesis of 2-aminoquinolines and the development of an in situ desulfonation and condensation of these precursors are the key steps of the protocol. The shape and type of attached functional groups of the PACs can be designed in a late stage of the overall synthetic procedure by the chosen anthranile and backbone of the ynamide introduced in the gold-catalysed step. Single-crystal X-ray diffraction and the investigation of electronic properties of the compounds show the influence of the attached substituents. All naphthyridine-based PACs show halochromic behaviour implying their use as highly sensitive proton sensor in non-protic solvents.
DOI:doi:10.1002/anie.202114277
URL:kostenfrei: Volltext: https://doi.org/10.1002/anie.202114277
 kostenfrei: Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202114277
 DOI: https://doi.org/10.1002/anie.202114277
Datenträger:Online-Ressource
Sprache:eng
Bibliogr. Hinweis:Parallele Sprachausgabe : deutschStuck, Fabian: Modularer zweistufiger Zugang zu π-erweiterten Naphthyridin-Systemen
Sach-SW:gold catalysis
 N-containing polyaromatic compounds
 proton sensing
 sensors
 synthetic methods
K10plus-PPN:1830364200
Verknüpfungen:→ Zeitschrift
 
 
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