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Deuterium isotope effects on 13 C nuclear shielding as a measure of tautomeric equilibria
Author(s) -
Hansen Poul Erik,
Duus Fritz,
Schmitt Peter
Publication year - 1982
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270180114
Subject(s) - tautomer , deuterium , kinetic isotope effect , chemistry , isotope , proton , electromagnetic shielding , shielding effect , radiochemistry , stereochemistry , nuclear physics , organic chemistry , physics , quantum mechanics , layer (electronics)
Large deuterium isotope effects of both signs have been observed on the 13 C nuclear shielding in proton‐chelating tautomeric forms of β‐thioxoketones, and small isotope effects of both signs have been found in related forms of Schiff's bases of salicylaldehydes. These effects are interpreted in terms of shifts in the tautomeric equilibria on deuterium substitution of the enolic proton. The observation of deuterium isotope effects is suggested as a useful method for the detection of fast tautomeric equilibria in systems of the following type..