Abstract

A single carbonyl band in the second-derivative FTIR spectra of the equimolar mixtures of six substituted pyridine N-oxides with trifluoroacetic acid in dichloromethane implies that complexation is complete and hydrogen bonds are described by a strongly asymmetrical quasi-single minimum potential. The equimolar complexes interact with a second molecule of the acid, the second hydrogen bond causes only a minor effect on the first hydrogen bond and this effect is independent of proton-acceptor properties of N-oxides. The equimolar complexes interact also with a second molecule of N-oxide to form homoconjugated complex (BHB)+A–. This interaction is controlled by pKa of the N-oxide.

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