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Keywords:

  • acid–base equilibria;
  • deuterium;
  • isotope effects;
  • NMR spectroscopy;
  • thermodynamics
Thumbnail image of graphical abstract

Effect and cause: Secondary deuterium isotope effects on the acidity of the deuterated compounds 14 were measured by using an NMR titration method applicable to a mixture and capable of very high accuracy. Variable-temperature experiments show that these isotope effects are due only to changes in vibrational frequencies. These findings refute an inductive origin for these isotope effects.