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 Me3SiC≡CC(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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Sarapulova, G.I., Safronova, L.P., Andreev, M.V. et al. Distortion of Configuration of the Nitrogen Atom in 3-Trimethylsilylpropynamides. Russian Journal of Organic Chemistry 40, 329–333 (2004). https://doi.org/10.1023/B:RUJO.0000034965.22281.51
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DOI: https://doi.org/10.1023/B:RUJO.0000034965.22281.51