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APPLICATION OF ZIRCONACYCLOPENTADIENES (METALLA-HETEROCYCLES) AND CROSS-COUPLING FOR THE CONVENIENT PREPARATIVE METHOD OF 6,13-DISUBSTITUTED PENTACENE

  作者 JIA ZHIYING; LI SHI; NAKAJIMA KIYOHIKO; KANNO KENICHIRO; SONG ZHIYI; TAKAHASHI TAMOTSU  
  选自 期刊  Heterocycles;  卷期  2012年86-2;  页码  1495-1506  
  关联知识点  
 

[摘要]Iodination of zirconacyclopentadiene derivative gave diiododiene derivative. The product was lithiated with t-BuLi and treated with diiodonaphthalene successively to afford 6,13-bis(trimethylsilyl)-5,14-dihydropentacene. A 6,13-diiodo-5,14-dihydropentacene was synthesized by iodination of 6,13-bis(trimethylsilyl)-5,14-dihydropentacene with ICl. This diiododihydropentacene was used for the introduction of substituent at 6 and 13 positions by the cross-coupling reactions with Pd catalyst. After aromatization by a combination of DDQ and gamma-terpinene or triethylamine, 6,13-disubstituted pentacene derivatives were synthesized.

 
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