The Journal of organic chemistry

Dications of fluorenylidenes. The effect of substituent electronegativity and position on the antiaromaticity of substituted tetrabenzo [5.5] fulvalene dications

A Levy, A Rakowitz, NS Mills

文献索引：Levy, Amalia; Rakowitz, Amber; Mills, Nancy S. Journal of Organic Chemistry, 2003 , vol. 68, # 10 p. 3990 - 3998

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被引用次数: 30

摘要

Oxidation of 3, 6-disubstituted tetrabenzo [5.5] fulvalenes by SbF5 results in the formation of dications that behave like two antiaromatic fluorenyl cations connected by a single bond. Both fluorenyl systems exhibit the paratropic shifts and nucleus independent chemical shifts (NICS) characteristic of antiaromatic species. Comparison with analogous 2, 7-disubstituted tetrabenzo [5.5] fulvalenes reveals that the antiaromaticity of the substituted ring system ...