Abstract
The dehydrohalogenation of a silicon(IV)-substituted diphenyl hydrazone derivative leads to a dimer of a N-substituted hydrosila hydrazone, which consists of a four-membered Si2N2 core and a hydrogen attached to each of the silicon atoms instead of giving a substituted hydrosilaneimine. The compound is obviously formed by dimerization of hydrosilaneimine. Moreover there are no straightforward synthetic methods known for the synthesis of silaaziridine. The preparation of such species would be of special importance for the development of a new field of silicon chemistry. The reaction of chlorosilylene, LSiCl, and PhCH═NPh resulted in a base-stabilized silaaziridine. All compounds were characterized by NMR spectroscopy, mass spectrometry, microanalysis, and X-ray structural analysis.
Highlights
The stable allotropes of the lighter p block elements such as nitrogen and oxygen possess triple and double bonds, respectively
The dehydrohalogenation of a silicon(IV)-substituted diphenyl hydrazone derivative leads to a dimer of a N-substituted hydrosila hydrazone, which consists of a four-membered Si2N2 core and a hydrogen attached to each of the silicon atoms instead of giving a substituted hydrosilaneimine
The compound is obviously formed by dimerization of hydrosilaneimine
Summary
The stable allotropes of the lighter p block elements such as nitrogen and oxygen possess triple and double bonds, respectively. Compounds with a SidN double bond and one hydrogen attached to the silicon atom, are elusive and have been characterized only in an argon matrix.[4,5] examples of silaaziridines, which are constituted of three-membered Si-N-C ring systems, are scant. The paucity of such compounds is largely related to their limited synthetic approach. An efficient method is outlined for the synthesis of stable silaaziridine 4 by the reaction of 1 with N-benzylideneaniline (PhCHdNPh)
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