Synthesis of Functional Quinoxaline Derivatives for the Application in Biology and Materials Sciences

von Laura Holzhauer

442 Seiten, Taschenbuch

Kurzbeschreibung des Verlags

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.

• Reihe: Beiträge zur organischen Synthese
• Themen: Mathematik und Naturwissenschaften Chemie Organische Chemie
• ISBN: 9783832557799
• Sprache: Englisch
• Erscheinungsdatum: 19.02.2024
• Größe: 21 x 14.5 cm
• Verlag: Logos Berlin