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Carbon‐13 nuclear magnetic resonance spectra of isomeric oxaziridines. Effects of the nitrogen lone pair on carbon‐13 chemical shifts
Author(s) -
Jordan Guy J.,
Crist DeLanson R.
Publication year - 1977
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.1270090607
Subject(s) - lone pair , nitrogen , chemistry , chemical shift , carbon fibers , spectral line , carbon 13 , nuclear magnetic resonance , crystallography , organic chemistry , molecule , materials science , physics , astronomy , composite number , composite material , quantum mechanics
The carbon‐13 n.m.r. spectra of several oxaziridines were measured. Aliphatic and aromatic ipso carbon atoms trans to the lone pair of nitrogen in oxaziridines were shifted upfield by c. 9 ppm, and 3.4 ppm, respectively, in comparison with isomers of inverted configuration. The results suggest that the nitrogen lone pair is partially responsible for the observed upfield shifts.