Determination of tautomeric preference of fenobam in solution by high‐resolution NMR spectroscopy | Zendy

Sha Xuming | Zendy; Chen Shaodong | Zendy; Zheng Xiaojing | Zendy; Ye Xin | Zendy; Zhang Hailu | Zendy; Huang Shaohua | Zendy

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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.

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