Formation of Chalcogen-Nitrogen Bonds

When the reaction of S2CI2 with ammonia is carried out in a polar solvent, e.g., DMF, the hydrolysis of the reaction mixture with aqueous HCl produces a mixture of the cyclic sulfur imides S7NH, 1,3-, 1,4- and 1,5-S6(NH)2 and 1,3,5- and 1,3,6-S5(NH)3, which can be separated by chromatography on silica gel using CS2 as eluant (Section 6.2.1). ° 

2 From Amines and Amido-Lithinm or Sodium Reagents 

The treatment of LiN(SiMc3)2 with aryl tellurenyl iodides gives stable Ai,iV -bis(trimethylsilyl)tellurenamides that react with acetylenes to give acetylenyl tellurides (Eq. 2.4). 

N - Bis(trimethylsilyl)sulfur(rV) diimide Me3SiN=S=NSiMc3 is an especially versatile source of the N=S=N functionality in the formation of both acyclic and cyclic S-N compounds. It is conveniently prepared by the reaction of NaN(SiMc3)2 and thionyl chloride (Eq. 2.5). 

SLiNH Bu + 2TeCl4 BuNTeO-N BujaTeN Bu + 4LiCl + 4 BuNH2 (2.6) 

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