Recommendations for the evaluation of aromatic stabilization energies

被引：346

作者：

Schleyer, PV ^{[1
]}

Puhlhofer, F

机构：

[1] Univ Georgia, Dept Chem, Computat Chem Annex, Athens, GA 30602 USA

[2] Univ Erlangen Nurnberg, Inst Organ Chem, D-91054 Erlangen, Germany

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 17期

关键词：

D O I：

10.1021/ol0261332

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHIC] Perturbing influences, such as strain and the presence of heteroatoms, complicate the evaluation of aromatic stabilization energies (ASE). These complications are overcome easily by employing the "isomerization method". This is based on the differences (ISE) between total energies computed for only two species: a methyl derivative of the aromatic system and its nonaromatic exocyclic methylene isomer. The ISEs of benzene, pyridine, and naphthalene as well as the strained [5]paracyclophane, methano[10]annulene, and octadehydro[14]annulene are evaluated.

引用

页码：2873 / 2876

页数：4

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