Polar substituent effect of the ester group on conformational equilibria of O-mono-substituted cyclohexanes -: the para-substituent effect in cyclohexyl benzoates

被引：5
|
作者：
Kleinpeter, Erich [1 ]
Boelke, Ute [1 ]
Frank, Andrea [1 ]
机构：
[1] Univ Potsdam, Inst Chem, D-14476 Potsdam, Golm, Germany
来源：
TETRAHEDRON | 2008年 / 64卷 / 42期
关键词：
H-1 and C-13 NMR spectroscopy; DFT theoretical calculations; hyperconjugation; conformational equilibrium; cyclohexyl benzoates; HRMS;
D O I：
10.1016/j.tet.2008.07.024
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Together with the nonsubstituted reference compound, para-methoxy- and para-nitro cyclohexyl benzoates have been synthesized and their conformational equilibria studied by low temperature NMR spectroscopy and theoretical DFT calculations. The free energy differences Delta G degrees between axial and equatorial conformers were examined with respect to polar substituent influences on the conformational equilibrium of O-mono-substituted cyclohexane. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：10014 / 10017
页数：4
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