Intramolecular C-H⋯O hydrogen bonding in 1,4-dihydropyridine derivatives
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Date
2011-09
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Abstract
The diastereotopy of the methylene protons at positions 2 and 6 in 1,4-dihydropiridine derivatives with various substituents has been investigated. NMR spectroscopy and quantum chemistry calculations show that the CH⋯O intramolecular hydrogen bond is one of the factors amplifying the chemical shift differences in the 1H-NMR spectra.
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Keywords
1,4-dihydropyridines, Bromination, Hydrogen bond, NMR spectra, Nucleophilic substitution, Quantum chemical calculations, 1.4 Chemical sciences, 1.6 Biological sciences, 3.1 Basic medicine, 1.1. Scientific article indexed in Web of Science and/or Scopus database, Analytical Chemistry, Chemistry (miscellaneous), Molecular Medicine, Pharmaceutical Science, Drug Discovery, Physical and Theoretical Chemistry, Organic Chemistry
Citation
Petrova, M, Muhamadejev, R, Vigante, B, Cekavicus, B, Plotniece, A, Duburs, G & Liepinsh, E 2011, 'Intramolecular C-H⋯O hydrogen bonding in 1,4-dihydropyridine derivatives', Molecules, vol. 16, no. 9, pp. 8041-8052. https://doi.org/10.3390/molecules16098041