An experimental estimate of the relative aromaticity of the cyclooctatetraene dianion by fusion to dimethyldihydropyrene

被引:13
作者
Mitchell, Reginald H. [1 ]
Zhang, Pengrong [1 ]
Berg, David J. [1 ]
Williams, Richard Vaughan [2 ]
机构
[1] Univ Victoria, Dept Chem, Victoria, BC V8V 3V6, Canada
[2] Univ Idaho, Dept Chem, Moscow, ID 83844 USA
基金
美国国家科学基金会; 加拿大自然科学与工程研究理事会;
关键词
INDEPENDENT CHEMICAL-SHIFTS; MAGNETIC AROMATICITY; INORGANIC RINGS; BENZENE; CYCLOPENTADIENIDE; DIHYDROPYRENES; NUCLEUS; ANION; NICS; NMR;
D O I
10.1039/c2cc33518b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of the cyclooctatetraene dianion (COT2-) fused at the [e]-position of trans-10b,10c-dimethyl-10b,10c-dihydropyrene (DHP) is described, and by comparison of H-1 NMR properties and NICSAv to the analogous benzene fused DHP, the relative aromaticity of the dianion is found to be at least as great as that of benzene, and substantially larger than that of the cyclopentadienide anion.
引用
收藏
页码:8144 / 8146
页数:3
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