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Distortion of Configuration of the Nitrogen Atom in 3-Trimethylsilylpropynamides
Authors:Sarapulova  G. I.  Safronova  L. P.  Andreev  M. V.  Medvedeva  A. S.
Affiliation:(1) Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia
Abstract:Analysis of the IR spectral parameters and the results of AM1 quantum-chemical calculations indicated distortion of the planar structure of the amide fragment and destabilization of the nitrogen configuration in new N-functionalized 3-trimethylsilylpropynamides Me3SiCequivCC(O)NHR. This effect is most pronounced in N-hydroxy-3-trimethylsilylpropynamide upon formation of intramolecular hydrogen bond C=O···H-O.
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