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Unusual deuterium isotope effects in 13 C NMR spectra of trans ‐stilbene
Author(s) -
Meić Ziatko,
Vikićtopić Dražen,
Güsten Hans
Publication year - 1984
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.1270220409
Subject(s) - deuterium , chemistry , kinetic isotope effect , deuterium nmr , steric effects , chemical shift , carbon 13 nmr , substituent , coupling constant , nmr spectra database , hydrogen , carbon 13 , isotope , spectral line , crystallography , stereochemistry , organic chemistry , atomic physics , physics , particle physics , astronomy , quantum mechanics
A detailed analysis of the 13 C NMR spectra of trans ‐stilbene and ten deuteriated trans ‐stilbenes has been undertaken. Some unusual deuterium isotope effects on carbon–hydrogen spin–spin coupling constants could not be explained by the ordinary primary and secondary isotope effects. The positive and negative changes of n J (CH) were interpreted in terms of a steric effect, the vibrational influence of the CD bond and the para ‐effect induced by deuterium. In this respect, deuterium behaves as a real substituent with electronic properties different from those of hydrogen. The deuterium isotope effects on 13 C NMR chemical shifts and carbon–deuterium coupling constants have also been determined.