Trimethylsilyl-Induced N–O Bond Cleavage in
Nitrous Oxide-Derived Aminodiazotates
Version 2 2018-09-14, 14:21
Version 1 2018-09-14, 14:19
Posted on 2018-09-14 - 14:21
The
chemical activation of nitrous oxide (N2O) typically
results in O-atom transfer and the extrusion of N2 gas.
In contrast, reactions of N-trimethylsilyl (TMS)-substituted
amides with N2O give inorganic or organic azides, with
concomitant formation of silanols or siloxanes. N-TMS-substituted amides are also able to induce N–O bond cleavage
in N2O-derived dialkylaminodiazotates, generating tetrazene
salts. These results indicate the potential of silyl groups in devising
transformations, in which N2O 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. https://doi.org/10.1021/acs.inorgchem.8b02129
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AUTHORS (6)
YL
Yizhu Liu
LE
Léonard
Y. M. Eymann
ES
Euro Solari
FF
Farzaneh Fadaei Tirani
RS
Rosario Scopelliti
KS
Kay Severin
KEYWORDS
N 2 O actsN-atom donorTMS-substituted amidesazideNitrous Oxide-Derived AminodiazotatesbondN 2 gastransformationcontrastsiloxanecleavageformationtrimethylsilylCleavagetetrazene saltsBondextrusionN 2 ON 2 O-derived dialkylaminodiazotatesO-atom transferoxideTrimethylsilyl-Inducedsilyl groupschemical activationsilanol