AROMATICITY AND ANTIAROMATICITY IN 5-MEMBERED C(4)H(4)X RING-SYSTEMS - CLASSICAL AND MAGNETIC CONCEPTS MAY NOT BE ORTHOGONAL

被引：452

作者：

SCHLEYER, PV ^{[1
]}

FREEMAN, PK ^{[1
]}

JIAO, HJ ^{[1
]}

GOLDFUSS, B ^{[1
]}

机构：

[1] OREGON STATE UNIV, DEPT CHEM, CORVALLIS, OR 97331 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 1995年 / 34卷 / 03期

关键词：

AB INITIO CALCULATIONS; AROMATICITY; HETEROCYCLES;

D O I：

10.1002/anie.199503371

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Energetic, geometric, and magnetic criteria yield quantitatively the same order of aromaticity (antiaromaticity) for the five‐membered ring systems 1: the aromatic 6π electron systems are stabilized, their bond lengths are equalized, and the magnetic susceptibility exaltations are diamagnetic. In contrast, the antiaromatic 4π electron systems are destabilized, double bonds are localized, and susceptibility exaltations are paramagnetic. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany

引用

页码：337 / 340

页数：4

共 80 条

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