NMR-SPECTRA AND CONFORMATIONAL-ANALYSIS OF SUBSTITUTED 2,3-DIHYDRO-[1,5]BENZOXAZEPIN-4(5H)-ONE DERIVATIVES

被引:8
作者
OTT, J [1 ]
HIEGEMANN, M [1 ]
DUDDECK, H [1 ]
机构
[1] RUHR UNIV BOCHUM,FAK CHEM,POSTFACH 102148,W-4630 BOCHUM,GERMANY
关键词
2,3-DIHYDRO-[1,5]BENZOXAZEPIN-4(5H)-ONES; CONFORMATION; CONFORMATIONAL ENERGY DIFFERENCES;
D O I
10.1002/mrc.1260290309
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The H-1 and C-13 NMR spectra of 26 2,3-dihydro-[1,5] benezoxazepin-4(5H)-one derivatives and four thiono analogues are interpreted in terms of conformational equilibria. Similar to 1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-ones, these compounds favour boat conformations of the seven-membered ring. In the lactams the conformational energy difference is very low, whereas a difference of 0.3 kcal mol-1 is recorded for the thionolactams, the conformation with the quasi-axial methyl group also being preferred.
引用
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页码:244 / 247
页数:4
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