Towards the Stable Binding of Mercury: Synthesis and Functionalization of Dibenzyldiazabicyclononane Scaffolds
Publikation: Beitrag in Fachzeitschrift › Forschungsartikel › Beigetragen › Begutachtung
Beitragende
Abstract
A universally applicable synthesis route for the preparation of functionalized diazabicyclononane compounds was elaborated starting from a readily available 1,5-diphenyl-3,7-diazabicyclo[3.3.1] nonan-9-ol by alkylation of both secondary amines with modified benzyl residues containing a bromo, trimethylstannyl, trimethylsilyl, and pinacolboranyl residue. High yields (65–88 %) were achieved, supporting the intended purpose of these compounds: efficient mercuration reactions to stably bind Hg2+. Finally, the C-9 position of two functionalized diazabicyclononanes was further modified by introducing an azide functionality. This enables the conjugation to biomolecules of interest via click chemistry combined with a tracking by the introduced mercury isotopes.
Details
Originalsprache | Englisch |
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Aufsatznummer | e202400258 |
Fachzeitschrift | European Journal of Organic Chemistry |
Jahrgang | 27 |
Ausgabenummer | 25 |
Publikationsstatus | Veröffentlicht - 1 Juli 2024 |
Peer-Review-Status | Ja |
Schlagworte
ASJC Scopus Sachgebiete
Schlagwörter
- bispidine skeleton, ligand design, mercuration, organomercury compounds