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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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