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.
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页码：2020 / 2024
页数：5
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