期刊
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
卷 27, 期 2, 页码 106-113出版社
WILEY
DOI: 10.1002/poc.3246
关键词
C-13 NMR; H-1 NMR; 4aEuromethylcoumarins; conformations; DFT; GIAO; phenyl cinnamates; alpha,beta-unsaturated esters
资金
- Universidad Nacional de La Plata (UNLP)
- CONICET
- DAAD-Germany
- DAAD (Bonn, Germany)
The experimental H-1 and C-13 NMR spectra of 13 phenyl cinnamates and four 4aEuromethylcoumarins were investigated and their chemical shifts assigned on the basis of the twoaEurodimensional spectra. For the unsubstituted cinnamic acid phenyl ester, optimized molecular structures were calculated at a B3LYP/6aEuro311++G(d,p) level of theory. H-1 and C-13 NMR chemical shifts were also calculated with the GIAO method at the B3LYP/6aEuro311aEuro?+aEuro?G(2d,p) level of theory. The comparison between experimental and calculated NMR chemical shift suggests that the experimental spectra are formed from the superposition spectra of the two lowest energy conformers of the compound in solution. The most stable saEurocis configuration found in our studies is also the conformation adopted for a related phenyl cinnamate in solid state. The experimental results were analyzed in terms of the substituent effects. Copyright a (c) 2013 John Wiley & Sons, Ltd.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据