Trimethylsilyl-Induced N–O Bond Cleavage in Nitrous Oxide-Derived Aminodiazotates

Published on 2018-09-14T14:21:12Z (GMT) by
The chemical activation of nitrous oxide (N<sub>2</sub>O) typically results in O-atom transfer and the extrusion of N<sub>2</sub> gas. In contrast, reactions of <i>N</i>-trimethylsilyl (TMS)-substituted amides with N<sub>2</sub>O give inorganic or organic azides, with concomitant formation of silanols or siloxanes. <i>N</i>-TMS-substituted amides are also able to induce N–O bond cleavage in N<sub>2</sub>O-derived dialkylaminodiazotates, generating tetrazene salts. These results indicate the potential of silyl groups in devising transformations, in which N<sub>2</sub>O acts as an N-atom donor.

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Liu, Yizhu; Eymann, Léonard

Y. M.; Solari, Euro; Fadaei Tirani, Farzaneh; Scopelliti, Rosario; Severin, Kay (2018): Trimethylsilyl-Induced N–O Bond Cleavage in

Nitrous Oxide-Derived Aminodiazotates. ACS Publications. Collection.