Abstract
The high resolution NMR spectra of quinoxaline, 2,3-diphenylquinoxaline, phenazine and o-phenanthroline have been measured in inert (CH 2Cl 2) and proton-donating (CF 3COOH) solvents and have been analyzed by an iterative procedure. Good agreement between observed and calculated spectra is obtained giving accurate values of chemical shifts and coupling constants. The proton signals for all the compounds studied are shifted downfield in CF 3COOH. These downfield shifts are associated with formation of stable mono-cations in acid solution. A qualitative interpretation of the chemical shifts for the bases and their cations has been given in terms of magnetic anisotropy and electric field effects of the neighbouring nitrogen atoms and π-electron charge densities in the rings.
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