Distortion of Configuration of the Nitrogen Atom in 3-Trimethylsilylpropynamides |
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Authors: | Sarapulova G. I. Safronova L. P. Andreev M. V. Medvedeva A. S. |
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Affiliation: | (1) Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia |
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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 Me3SiCCC(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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