Proton and Carbon-13 NMR Assignments for Fluorinated and Nonfluorinated Aromatic Ketimines

A. Bhatnagar, K. R. Lindfors, D. K. Mohanty

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The 1H and 13C NMR spectra of three aromatic ketimines with varying degrees of fluoro substitution have been extensively studied using one and two dimensional techniques. COSY experiments were conducted to identify the protons on each of the aromatic groups, HETCORR experiments were then utilized to identify the corresponding carbon atoms, and then the order of the carbon atoms was established by long-range HETCORR (HRTCORRLR) results.These studies have allowed rigorous assignments to be made for most of the carbon and hydrogen atoms present in these compounds. Fluorine splittings were very helpful in the analyses. In the course of this study, the NMR absorbances (1H and 13C) of related aldimines have also been assigned. This constitutes the first report on the assignments of 1H and 13C absorbances for ketimines.The observed spectral properties suggest that the structure of aromatic ketimines is one in which the aromatic rings are in three different planes. Two of the aromatic rings, the N-substituted ring and the C-substituted ring in the cis configuration, are twisted substantially out of the plane with respect to the -C=N- bond. The remaining C-substituted aromatic ring, trans to the N-substituted ring, lies in the deshielding zone of the imine bond.

Original languageEnglish
Pages (from-to)323-343
Number of pages21
JournalSpectroscopy Letters
Issue number2
StatePublished - 1991


  • Cis and trans isomer
  • F and C NMR
  • Fluorinated and nonfluorinated aromatic ketimines
  • H
  • One- and two-dimensional NMR


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