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Updated: May 26, 2026

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
Double N-H bond activation of N,N'-bis-substituted hydrazines with stable N-heterocyclic silylene
Ramachandran Azhakar1, Rajendra S Ghadwal, Herbert W Roesky
1Institut für Anorganische Chemie der Universität Göttingen, Tammannstrasse 4, 37077, Göttingen, Germany.
Abstract:
The reaction of N-heterocyclic silylene (NHSi) L [L = CH{(C[double bond, length as m-dash]CH(2))(CMe)(2,6-iPr(2)C(6)H(3)N)(2)}Si] with benzoylhydrazine, 1,2-dicarbethoxyhydrazine, 1,2-diacetylhydrazine and 1,2-bis(tert-butoxycarbonyl)hydrazine in 1 : 1 molar ratio resulted in compounds 1-4 with an almost quantitative yield and five coordinate silicon atoms. Compounds 1-4 were formed by double N-H bond activation by deliberate selection of N,N'-bis-substituted hydrazine compounds bearing the -C(O)NHNH- unit. Compounds 1-4 were characterized by NMR spectroscopy, EI-MS and elemental analysis. The molecular structures of compounds 1-3 were unambiguously established by single crystal X-ray structural analysis.
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