Abstract
The significant role of the proton exchange and homoconjugation (formation of AHA− and A1HA −1 complexes) equilibria in protonic hetero systems (HA+A −1 ) has been shown from analysis of published data and from my own simple experiments. It is concluded that there is a need to reconsider some basic hydrogen bond problems. One of these problems-the existence of heteroconjugates in polar solvents — has been verified and illustrated with suitable experimental evidence (IR and UV-VIS spectra). The most accepted experimental evidence for the double minimum potential in the hydrogen bridge has been questioned as being in disagreement with the equilibrium law. A simple relation between the heteroconjugation constant, the parent homoconjugation constants and the proton exchange constant is also postulated. This relation fulfills important theoretical requirements, however, it is not applicable in extreme cases.
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To the memory of Bogdan Przybyszewski.
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Magoński, J. Conjugation and proton exchange equilibria I. Significant role of proton exchange and homoconjugation equilibria in protonic hetero systems. J Solution Chem 19, 597–607 (1990). https://doi.org/10.1007/BF00647032
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DOI: https://doi.org/10.1007/BF00647032