ELECTRONIC-STRUCTURE OF BENZO[3,4]CYCLOBUTA[1,2]CYCLOHEPTENYL IONS - THE AROMATICITY TROPICITY DILEMMA

被引：1

作者：

EDLUND, U ^{[1
]}

JOHNELS, D ^{[1
]}

ELIASSON, B ^{[1
]}

TROGEN, L ^{[1
]}

机构：

[1] NATL DEF RES ESTAB,DEPT NBC DEF RES,S-90182 UMEA,SWEDEN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 08期

关键词：

D O I：

10.1021/jo00060a013

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An H-1 and C-13 NMR study of the benzo[3,4]cyclobuta[1,2]cycloheptenyl cation and anion has been undertaken in order to unravel the electronic structure of these species. The formal addition of two electrons to the cation can be seen as a conversion of a slightly diatropic and aromatic cation into an unstable, highly diatropic but antiaromatic anion. Self-consistent iterative Huckel, MNDO, and AM1 as well as graph-theoretical ring current calculations were carried out in order to clarify this confusion. Comparisons to the isoelectronic biphenylene and biphenylene dianion are especially revealing.

引用

页码：2020 / 2024

页数：5

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