Intramolecular C-H⋯O hydrogen bonding in 1,4-dihydropyridine derivatives

Marina Petrova, Ruslan Muhamadejev, Brigita Vigante, Brigita Cekavicus, Aiva Plotniece, Gunars Duburs, Edvards Liepinsh

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)8041-8052
Number of pages12
JournalMolecules
Volume16
Issue number9
DOIs
Publication statusPublished - Sep 2011
Externally publishedYes

Keywords*

  • 1,4-dihydropyridines
  • Bromination
  • Hydrogen bond
  • NMR spectra
  • Nucleophilic substitution
  • Quantum chemical calculations

Field of Science*

  • 1.4 Chemical sciences
  • 1.6 Biological sciences
  • 3.1 Basic medicine

Publication Type*

  • 1.1. Scientific article indexed in Web of Science and/or Scopus database

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