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Octithiophenes via One-Pot Oxidative Coupling of 4-(omega-Functionalized Alkylsulfanyl)-2,2 '-Bithiophenes

  作者 PRETI LISA; CAGNOLI RITA; PARENTI FRANCESCA; LANZI MASSIMILIANO; LIBERTINI EMANUELA; PINETTI DIEGO; SCHENETTI LUISA; MUCCI ADELE  
  选自 期刊  Synthesis;  卷期  2010年-10;  页码  1659-1665  
  关联知识点  
 

[摘要]The oxidative coupling reaction of nitrile-, methyl ester-and amino-functionalized 4-(alkylsulfanyl)-2,2'-bitiophenes with FeCl3 afforded symmetrical octithiophenes (OTs). These new OTs have solvatochromic properties similar to those reported for poly(omega-functionalized alkylsulfanyl) thiophenes and have a potential use in optoelectronic devices. The carboxy-functionalized (obtained through hydrolysis from nitrile and methyl ester functionalized OTs) and the amino-functionalized OTs are also water- soluble as their respective salts. From this and our previous results, the oxidative coupling with FeCl3 can be proposed as a general method for the synthesis of OTs when the starting materials are 4-(alkylsulfanyl)-, 4-(omega-functionalized alkylsulfanyl)-, and 4-alkylsulfanyl- 4'-halo-2,2'-bithiophenes.

 
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