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

By (author) Laura Holzhauer

Extent: 442 pages

Publisher: Logos Verlag Berlin

Subjects: Earth & Life Sciences

Series: Beiträge zur organischen Synthese

Series volume number: 105

Language: English

Paperback (Published)

(February 2024)

ISBN: 9783832557799

5.75 x 8.31 inches

Price: $102.00

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Synopsis
Contributing Authors

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.

By (author) Laura Holzhauer

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

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