A theoretical analysis of the conformational behaviour of substituted methylenecyclohexanes

被引：2
|
作者：
Mawhinney, RC
Muchall, HM [1 ]
Lessard, J
机构：
[1] Concordia Univ, Dept Chem & Biochem, Montreal, PQ H4B 1R6, Canada
[2] Univ Sherbrooke, Dept Chim, Sherbrooke, PQ J1K 2R1, Canada
来源：
CANADIAN JOURNAL OF CHEMISTRY | 2003年 / 81卷 / 10期
关键词：
conformational analysis; methylenecyclohexanes; anomeric effect; unsaturation effect;
D O I：
10.1139/V03-137
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The use of the PBE0 hybrid density functional theory method in conjunction with the COSMO solvation model allowed us to reproduce, both qualitatively and quantitatively, the experimentally observed conformational compositions of 2-substituted and 2,7-disubstituted methylenecyclohexanes. An analysis revealed several different interactions that influence the overall equilibrium. It was found that the endo (general) anomeric effect plays a significant role in the equilibrium and that the "unsaturation effect" possibly comprises two effects.
引用
收藏
页码：1101 / 1107
页数：7
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