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Determination of tautomeric preference of fenobam in solution by high‐resolution NMR spectroscopy
Author(s) -
Sha Xuming,
Chen Shaodong,
Zheng Xiaojing,
Ye Xin,
Zhang Hailu,
Huang Shaohua
Publication year - 2021
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.5127
Subject(s) - tautomer , chemistry , heteronuclear molecule , homonuclear molecule , heteronuclear single quantum coherence spectroscopy , two dimensional nuclear magnetic resonance spectroscopy , nuclear overhauser effect , nuclear magnetic resonance spectroscopy , spectroscopy , nuclear magnetic resonance , transverse relaxation optimized spectroscopy , carbon 13 nmr satellite , fluorine 19 nmr , analytical chemistry (journal) , stereochemistry , molecule , organic chemistry , physics , quantum mechanics
In this work, tautomeric preference of fenobam in solution was investigated by homonuclear and heteronuclear solution nuclear magnetic resonance (NMR) spectroscopy. 1 H– 1 H nuclear Overhauser effect spectroscopy (NOESY) spectrum revealed that fenobam in liquid state exists exclusively in one of the two possible tautomeric structures, which was confirmed by 1 H– 13 C HSQC and heteronuclear multiple bond correlation (HMBC) spectra. Moreover, difference between the two tautomeric structures was studied by theoretical calculations, which further proved the result obtained by the NMR experiments.