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Issue 5, 2012
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Double N–H bond activation of N,N′-bis-substituted hydrazines with stable N-heterocyclic silylene

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Abstract

The reaction of N-heterocyclic silylene (NHSi) L [L = CH{(C[double bond, length as m-dash]CH2)(CMe)(2,6-iPr2C6H3N)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.

Graphical abstract: Double N–H bond activation of N,N′-bis-substituted hydrazines with stable N-heterocyclic silylene

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Publication details

The article was received on 08 Sep 2011, accepted on 24 Oct 2011 and first published on 08 Dec 2011


Article type: Paper
DOI: 10.1039/C1DT11708D
Citation: Dalton Trans., 2012,41, 1529-1533
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    Double N–H bond activation of N,N′-bis-substituted hydrazines with stable N-heterocyclic silylene

    R. Azhakar, R. S. Ghadwal, H. W. Roesky, J. Hey and D. Stalke, Dalton Trans., 2012, 41, 1529
    DOI: 10.1039/C1DT11708D

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