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Chiral recognition of Schiff bases by 15 N NMR spectroscopy in the presence of a dirhodium complex. Deuterium isotope effect on 15 N chemical shift of the optically active Schiff bases and their dirhodium tetracarboxylate adducts
Author(s) -
Rozwadowski Z.,
NowakWydra B.
Publication year - 2008
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.2280
Subject(s) - chemistry , adduct , deuterium , deuterium nmr , kinetic isotope effect , nuclear magnetic resonance spectroscopy , chemical shift , spectroscopy , proton , stereochemistry , organic chemistry , physics , quantum mechanics
Optically active Schiff bases, derivatives of ortho ‐hydroxyaldehydes and their adducts with dirhodium tetracarboxylate complexes have been studied by 15 N NMR spectroscopy. The position of the equilibrium of Schiff bases, as well as their adducts, has been established on the basis of measurements of deuterium isotope effects on 15 N chemical shifts. At the equilibrium state, the formation of the adducts with dirhodium complexes shifted the proton‐transfer equilibrium towards the NH‐form. Copyright © 2008 John Wiley & Sons, Ltd.