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.

中文翻译：

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汞的稳定结合：二苄基二氮杂双环壬烷支架的合成和功能化

从容易获得的 1,5-二苯基-3,7-二氮杂双环[3.3.1]壬烷-9-醇出发，通过用修饰的苄基残基对两种仲胺进行烷基化，详细阐述了制备官能化二氮杂双环壬烷化合物的普遍适用的合成路线含有溴、三甲基甲锡烷基、三甲基甲硅烷基和频哪醇硼烷基残基。实现了高产率 (65-88%)，支持了这些化合物的预期目的：有效的汞化反应以稳定结合 Hg2+。最后，通过引入叠氮官能团进一步修饰两个官能化二氮杂双环壬烷的C-9位置。这使得能够通过点击化学结合引入的汞同位素跟踪与感兴趣的生物分子结合。