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Synthesis and Properties of 1‑Acyl Triazenes

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journal contribution
posted on 30.07.2019, 15:41 by Iris R. Landman, Emilio Acuña-Bolomey, Rosario Scopelliti, Farzaneh Fadaei-Tirani, Kay Severin
1-Acyl triazenes can be prepared by acid-catalyzed hydration, gold/iodine-catalyzed oxidation, or oxyhalogenation of 1-alkynyl triazenes. Crystallographic analyses reveal a pronounced effect of the acyl group on the electronic structure of the triazene function. 1-Acyl triazenes display high thermal stability, and only moderate sensitivity toward hydrolysis. They are compatible with basic and oxidative conditions, allowing subsequent transformation. Under acidic conditions, 1-acyl triazenes act as acylation reagents.

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