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Synthesis of Oxygen-Substituted Hexa-peri-hexabenzocoronenes through Ir-Catalyzed Direct Borylation

  作者 YAMAGUCHI RYUICHI; HIROTO SATORU; SHINOKUBO HIROSHI  
  选自 期刊  Organic Letters;  卷期  2012年14-10;  页码  2472-2475  
  关联知识点  
 

[摘要]Direct C-H borylation of hexa-peri-hexabenzocoronenes (HBCs) has been achieved under iridium catalysis, which allows efficient synthesis of hydroxy-substituted HBCs by oxidation of the boryl groups. Further oxidation of dihydroxy HBC with phenyliodine bis(trifluoroacetate) (PIFA) afforded tetraoxo-substituted HBC without any regioisomers, which can be considered as a pi-extended quinone.

 
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