Abstract
A weak hydrogen bond with the participation of the vinyl group α-hydrogen atom arises in 2-vinyloxypyridine and 2-vinylthiopyridine, which primarily exist in the s-trans-conformation, according to the 1H and 13C NMR data. This interaction does not take place in 2-vinyloxymethyl- and 2-vinyloxyethylpyridines, which primarily exist in the s-cis-conformation. The C-H...N intramolecular interaction also does not occur in o-vinyloxyaniline due to the specific features of the stereoelectronic state of the amino group nitrogen atom.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1077–1081, August, 1991.
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Afonin, A.V., Andriyankov, M.A., Nikitin, M.V. et al. Specific C-H⋯N intramolecular interactions in the vinyloxy- and vinylthiopyridine series. Chem Heterocycl Compd 27, 863–866 (1991). https://doi.org/10.1007/BF00472287
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DOI: https://doi.org/10.1007/BF00472287