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1 PublicationTowards the Stable Binding of Mercury: Synthesis and Functionalization of Dibenzyldiazabicyclononane Scaffolds
Weber, T.; Krönke, T.; Köckerling, M.; Walther, M.; Pietzsch, H.-J.; Kopka, K.; Mamat, C.
Abstract
A new and universally applicable synthesis route for the preparation of functionalized diazabicyclononane compounds was elaborated starting from an easily available 1,5-diphenyl-3,7-diazabicyclo[3.3.1]nonan-9-ol by alkylation of both secondary amines with modified benzyl residues having a bromo, trimethylstannyl, trimethylsilyl, and pinacolboranyl residue in high yields (65-88%). All compounds were used for mercuration reactions to stably bind Hg2+. Finally, the C-9 position of two functionalized diazabicyclononanes was further modified by introducing an azide function allowing a later attachment to biomolecules of interest by using click chemistry.
Keywords: organomercury; diazabicyclononane; Auger electrons
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European Jounal of Organic Chemistry (2024), e202400258
DOI: 10.1002/ejoc.202400258
Permalink: https://www.hzdr.de/publications/Publ-38804
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