Antiaromaticity in open-shell cyclopropenyl to cycloheptatrienyl cations, anions, free radicals, and radical ions

被引:131
作者
Allen, AD [1 ]
Tidwell, TT [1 ]
机构
[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada
关键词
D O I
10.1021/cr990316t
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The cationic, anionic, and free radical conjugated cyclic hydrocarbons were studied. The ESR spectrum of the cycloheptatrienyl radical 9 was also discussed both in solutions and in matrixes and it was observed that the radical shows an eight-line spectrum that was assumed to arise from a planar, symmetrical structure. The results suggest that antiaromaticity is a highly useful concept and demonstrates the powerful predictive ability of the simple Hückel-derived rule.
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页码:1333 / 1348
页数:16
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