Synthesis of Functional Quinoxaline Derivatives for the Application in Biology and Materials Sciences
Seiten
2024
Logos Berlin (Verlag)
978-3-8325-5779-9 (ISBN)
Logos Berlin (Verlag)
978-3-8325-5779-9 (ISBN)
Nitrogen-containing heterocycles belong to the most versatile and important compounds for medicinal chemistry and sustainable and advanced materials. Around 60 % of FDA-approved unique small molecule drugs incorporate a nitrogen heterocycle. N-heterocyclic compounds are essential components of organic light-emitting diodes and organic solar cells. Quinoxalines are a class of heterocyclic compounds accessible by straightforward syntheses, present in commercially available drugs and optoelectronic architectures.
In this work, quinoxaline-containing compounds were synthesized and analyzed regarding their potential uses in biology and materials science, focusing on nitrogen-rich and dimeric quinoxalines. Various tetrazolo[1,5-a]quinoxalines were synthesized and converted to 1,2,3-triazoloquinoxalines and novel triazoloimidazoquinoxalines via a modified CuAAC procedure. A previously unknown copper-catalyzed denitrogenative annulation process was described in this context. As tankyrase inhibitors, substituted tetrazolo[1,5-a]quinoxaline derivatives were assembled and tested in biological studies. Moreover, the synthesis of quinoxaline dimers and metal complexation of selected 1,2,3-triazoloquinoxalines was investigated. Donor-acceptor emitter structures were assembled employing suitable tetrazolo [1,5-a]quinoxalines and 1,2,3-triazoloquinoxalines and their emissive properties were explored, highlighting the influence of the direction of the triazole linker on delayed fluorescence.
In this work, quinoxaline-containing compounds were synthesized and analyzed regarding their potential uses in biology and materials science, focusing on nitrogen-rich and dimeric quinoxalines. Various tetrazolo[1,5-a]quinoxalines were synthesized and converted to 1,2,3-triazoloquinoxalines and novel triazoloimidazoquinoxalines via a modified CuAAC procedure. A previously unknown copper-catalyzed denitrogenative annulation process was described in this context. As tankyrase inhibitors, substituted tetrazolo[1,5-a]quinoxaline derivatives were assembled and tested in biological studies. Moreover, the synthesis of quinoxaline dimers and metal complexation of selected 1,2,3-triazoloquinoxalines was investigated. Donor-acceptor emitter structures were assembled employing suitable tetrazolo [1,5-a]quinoxalines and 1,2,3-triazoloquinoxalines and their emissive properties were explored, highlighting the influence of the direction of the triazole linker on delayed fluorescence.
Erscheinungsdatum | 16.03.2024 |
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Reihe/Serie | Beiträge zur organischen Synthese ; 105 |
Sprache | englisch |
Maße | 145 x 210 mm |
Einbandart | Paperback |
Themenwelt | Naturwissenschaften ► Chemie ► Organische Chemie |
Schlagworte | Azides • Heterocycles • Luminescence • Organic Chemistry • Tetrazoles and Triazoles |
ISBN-10 | 3-8325-5779-2 / 3832557792 |
ISBN-13 | 978-3-8325-5779-9 / 9783832557799 |
Zustand | Neuware |
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Buch | Softcover (2021)
Wiley-VCH (Verlag)
17,00 €