Abstract
Abstract The IR and 1H NNR spectra are reported for the trifluoroacetates of five substituted pyridine N-oxides in five dry aprotic solvents of different polarity and studied with respect to the influence of the reaction field. Both the centre of gravity ( V H) of continuous absorption and the chemical shift (δ) show weak dependence upon solvent polarity. In the range of e from 2.27 to 10.36 the continuous absorption is very similar. In acetonitrile (e = 37.5) V H is shifted. The magnitude and sign of the V H shift depend on the proton acceptor properties of N-oxides and can be correlated with the position of the proton in the complex. The influence of the reaction field on OHO bonds is compared with the influence on OH⋯N∡O−⋯HN+ bonds, and the differences in behavior of these complexes are related to their energy surface. The weak dependence of V H and δ upon the reaction field in pyridine N-oxide trifluoroacetates is consistent with the single minimum energy surface postulated in the literature for the strong OHO bonds.
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