Abstract
The reaction of 1-phenacylpyridinium ylid with isothiocyanates proceeds stereoselectively with the formation of the Z isomers of l-amino-2-benzoyl-2-(1-pyridino) ethylene-l-thiolates, whose configuration was unequivocally established by x-ray diffraction structural analysis. A strong intramolecular N-H-... O hydrogen bond and large number of short intra- and intermolecular contacts facilitate electrostatic stabilization of the molecular configuration found in the crystal.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 697–701, March, 1991.
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Shestopalov, A.M., Sharanin, Y.A., Litvinov, V.P. et al. Stereoselectivity in the reactions of 1-phenacylpyridinium methylide with isothiocyanates: Molecular and crystal structure of 2-benzoyl-2-(1-pyridino)-1-phenylaminoethylene-1-thiolate. Russ Chem Bull 40, 612–616 (1991). https://doi.org/10.1007/BF00958006
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DOI: https://doi.org/10.1007/BF00958006