Do secondary orbital interactions really exist?

被引:150
作者
García, JI [1 ]
Mayoral, JA [1 ]
Salvatella, L [1 ]
机构
[1] Univ Zaragoza, Fac Ciencias, CSIC, Inst Ciencia Mat Aragon,Dept Quim Organ, E-50009 Zaragoza, Spain
关键词
D O I
10.1021/ar0000152
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A revision of the most typical examples used to illustrate the existence of secondary orbital interactions (SOI) has been achieved. However, our analysis indicates that no conclusive evidence can be obtained From these cases. All five examples proposed by Woodward and Hoffmann in The Conservation of Orbital Symmetry have been revisited. A combination of well-known mechanisms (such as solvent effects, steric interactions, hydrogen bonds, electrostatic forces, and others) can be invoked instead to justify the endo/exo selectivity of Diels-Alder reactions.
引用
收藏
页码:658 / 664
页数:7
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