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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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TAS+(Z)-Me3CNSN- and TAS+(E)-Me3SiNSN-: does the anion-cation interaction influence the configuration?

TAS+ salts (TAS = (Me2N)3S) of the sulfur diimide anions Me3XNSN- (X = C (1a), Si (1b)) were prepared by Si-N bond cleavage from the corresponding sulfur diimides Me3XNSNSiMe3 and TAS-fluoride ((Me2N)3S+Me3SiF2-) and characterized by X-ray crystallography and multinuclear NMR spectroscopy. According to the experimentally determined bond lengths and theoretical calculations, the Me3XNSN- anions are best described as thiazylamides Me3X-N-S identical to N rather than sulfur diimides Me3X-N=S=N. In agreement with the calculated and experimentally determined structures of the isoelectronic thionylimides RNSO, 1a adopts the Z-configuration, which is electronically favored due to anomeric effects. The electronically disfavored E-configuration of 1b in the solid state can be explained by weak anion-cation interaction.[1]

References

  1. TAS+(Z)-Me3CNSN- and TAS+(E)-Me3SiNSN-: does the anion-cation interaction influence the configuration? Borrmann, T., Zibarev, A.V., Lork, E., Knitter, G., Chen, S.J., Watson, P.G., Cutin, E., Shakirov, M.M., Stohrer, W.D., Mews, R. Inorganic chemistry. (2000) [Pubmed]
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