MOLECULAR MODELING AND NMR SPECTROSCOPIC EXAMINATION OF (E)-CYCLODEC-5-ENONE AND ITS 2- AND 10-METHYL ANALOGS

被引:3
作者
CHU, YL
COLCLOUGH, D
WHITE, JB
SMITH, WB
机构
[1] TEXAS CHRISTIAN UNIV,DEPT CHEM,FT WORTH,TX 76129
[2] UNIV TEXAS,DEPT CHEM,BOX 19065,ARLINGTON,TX 76019
关键词
H-1-NMR; C-13-NMR; MOLECULAR MECHANICS; MOLECULAR ORBITAL MODELING; CONFORMATIONAL ANALYSIS; (E)-CYCLODEC-5-ENONE;
D O I
10.1002/mrc.1260311012
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 (E)-cyclodec-5-enone and its 2- and 10-methyl analogs were determined. The H-1 NMR spectrum of the former was determined over the temperature range -60 to 20-degrees-C. Information from the 2-D INADEQUATE spectrum of the parent compound was combined with that derived from the homonuclear and heteronuclear correlation spectra to assign the olefinic proton at C-6. In all three proton spectra, this was the only set of resonances sufficiently well defined to allow conformational information to be deduced. Molecular modeling by molecular mechanics, semi-empirical and ab initio molecular orbital methods were used to predict conformational preferences. These results were then compared with the NMR data.
引用
收藏
页码:937 / 943
页数:7
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