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Calix[4]arenes Substituted on the Narrow Rim with Malononitrile and Cobalt Bis(dicarbollide) Anion

  作者 ZHAO JUNMEI; BOLTE MICHAEL; DORDEA CRENGUTA; GRUENER BOHUMIR; BOEHMER VOLKER  
  选自 期刊  Synthesis;  卷期  2009年-23;  页码  4063-4067  
  关联知识点  
 

[摘要]Nitrile groups are suitable precursors for amino functions to which various other groups can be attached. Thus, the reaction of the 1,3-bis(3-bromopropyl ether) or 1,3-bis(4-bromobutyl ether) of terf-butylcalix[4]arene with methylmalononitrile has been studied in order to attach four nitrile groups to the narrow rim. Bimacrocyclic dinitriles were formed in 70% yield with malononitrile, and tetranitriles in 85% yield with methylmalononitrile. Subsequent alkylation of the tetranitriles with cobalt dioxane-bis(dicarbollide) gave dianionic calix[4]arenes, isolated as the cesium salts in 68% and 89% yield. Two compounds were characterized by single crystal X-ray analysis.

 
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