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NMR study of tautomerism of benzofuroxan and its sulphur and selenium analogues
Author(s) -
Cmoch Piotr,
Schilf Wojciech
Publication year - 1999
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/(sici)1097-458x(199910)37:10<758::aid-mrc539>3.0.co;2-z
Subject(s) - tautomer , chemistry , sulfur , selenium , carbon 13 nmr , nitrogen , proton nmr , computational chemistry , organic chemistry
The possible tautomeric equilibria of benzofuroxan and its sulphur and selenium analogues were examined by multinuclear NMR methods. The 1 H, 13 C, 14 N and 15 N NMR signal assignments were achieved largely by 2D methods and some older nitrogen NMR data were verified. At room temperature and above, only unsubstituted benzofuroxan exhibits tautomeric exchange fast on the NMR time‐scale. All remaining compounds exist in this condition as N → O structures. Copyright © 1999 John Wiley & Sons, Ltd.