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Nitrogen NMR sudies of some 15 N labelled sydnones and related stuctures
Author(s) -
Stefaniak L.,
Witanowski M.,
Kamieński B.,
Webb G. A.
Publication year - 1980
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.1270130411
Subject(s) - protonation , moiety , nitrogen , chemistry , alkyl , chemical shift , stereochemistry , medicinal chemistry , organic chemistry , ion
15 N NMR studies on some signly labelled sydnones, N ‐acetylsydonimines and their hydrochlorides, as well as those on some sydnonimine hydrochlorides, show that in each case protonation takes place at the exocyclic moiety, \documentclass{article}\pagestyle{empty}\begin{document}$ - {\rm O}^ \ominus - \mathop {\rm N}\limits^ \ominus {\rm COCH}_3 \,{\rm or}\, - \mathop {{\rm NH}}\limits^ \ominus $\end{document} , respectively. Complete assignments of the nitrogen chemical shifts are possible for the labelled compounds, including the isomeric structures of N ‐alkyl– N ‐cyanomethyl– N –nitrosoamines to which, unstable, free sydnonimines are converted.
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