Studies of Hindered Rotation and Magnetic Anisotropy by1H,19F and13C NMR in Models for Drugs. I. The Diels-Alder Adduct of Phencyclone with N-2, 2, 2-Trifluoroethylmaleimide, and Precursors
作者:
Gary Boccia,
Ronald Callahan,
Ron Prip,
Robert Rothchild,
期刊:
Spectroscopy Letters
(Taylor Available online 1998)
卷期:
Volume 31,
issue 7
页码: 1367-1378
ISSN:0038-7010
年代: 1998
DOI:10.1080/00387019808001645
出版商: Taylor & Francis Group
关键词: Dynamic NMR;One- and two-dimensional NMR;COSY;Restricted rotation;Stereochemistry;Pharmaceuticals
数据来源: Taylor
摘要:
To gain understanding of hindered rotations and magnetic anisotropy in drugs, compounds of much intrinsic importance, we have investigated as amodel compoundthe Diels-Alder adduct of phenycyclone with N-2, 2, 2-trifluoroethylmaleimide for study by1H,19F and13C NMR. The N-2, 2, 2-trifluoroethylmaleamic acid and maleimide precursors were examined by1H and19F NMR. The phencyclone adduct is shown by1H and13C NMR (at 300 and 75 MHz, respectively) to exhibit slow exchange limit spectra at ambient temperatures, arising from hindered rotation of the bridgehead unsubstituted phenyl groups.
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