Studies of hindered rotation and magnetic anisotropy by 1H, 19F and 13C NMR in models for drugs.: I.: The Diels-Alder adduct of phencyclone with N-2,2,2-trifluoroethylmaleimide, and precursors.

被引:3
作者
Boccia, G
Callahan, R
Prip, R
Rothchild, R
机构
[1] CUNY John Jay Coll Criminal Justice, Dept Sci, New York, NY 10019 USA
[2] NYU, Dept Chem, New York, NY 10003 USA
[3] CUNY Grad Sch & Univ Ctr, Doctoral Fac, New York, NY 10036 USA
基金
美国国家科学基金会;
关键词
dynamic NMR; one- and two-dimensional NMR; COSY; restricted rotation; stereochemistry; pharmaceuticals;
D O I
10.1080/00387019808001645
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
To gain understanding of hindered rotations and magnetic anisotropy in drugs, compounds of much intrinsic: importance, we have investigated as a model compound the Diels-Alder adduct of phenycyclone with (N) under bar-2,2,2-trifluoroethylmaleimide for study by H-1, F-19 and C-13 NMR. The (N) under bar-2,2,2-trifluoroethylmaleamic acid and maleimide precursors were examined by H-1 and F-19 NMR. phencyclone adduct is shown by H-1 and C-13 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.
引用
收藏
页码:1367 / 1378
页数:12
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