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Antiaromaticity in Distal Bisfluorenyl Dications Separated by Multiple Discrete Spacer Units.

  作者 Dahl, Bart J.;Mills, Nancy S.;  
  选自 期刊  Organic Letters;  卷期  2008年10-24;  页码  5605-5608  
  关联知识点  
 

[摘要]The effect of spacers on the antiaromaticity of bisfluorenyl dications was examd. For systems such as 4a-c in which extensive delocalization of the pos. charge through the p-system is not possible, a relationship based primarily on localized hyperconjugation as well as the distance between the fluorenyl systems and their antiaromaticity was demonstrated. Dications 2a-c and 3a-c also show the relationship, but it is further modulated by delocalization through the p-system. Calcd. assessment of antiaromaticity was supported by exptl. shifts for 2a,b and 3a-c.

 
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