Effect of the medium on the reaction of 4-methyl-7-azaindoline with acetic and trifluoroacetic acids
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The effect of the medium on the equilibrium involved in proton transfer via a hydrogen bond and dissociation of ion pairs in systems composed of 4-methyl-7-azaindoline and acetic and trifluoroacetic acids was examined by means of PMR and IR spectroscopy. The position of the molecular H complex ⇌ ion pair equilibrium depends on the proton-donor-acceptor properties of the solvent and is shifted to favor the ionic form in the order CH3CN < CH2Cl2< CDCl3. A change in the dielectric constant of the medium affects mainly the degree of dissociation of the ion pairs.
KeywordsHydrogen Spectroscopy Acetic Hydrogen Bond Organic Chemistry
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