5,5'''-bis[4-(3,4-dibutylthien-2-yl)buta-1,3-diyne]-3,3'',3'''',4,4'',4''''-hexabutyl-2,2':5',2'':5'',2''':5''',2''''-quinquethiophene | 349481-99-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5,5'''-bis[4-(3,4-dibutylthien-2-yl)buta-1,3-diyne]-3,3'',3'''',4,4'',4''''-hexabutyl-2,2':5',2'':5'',2''':5''',2''''-quinquethiophene
• 英文别名: 3,4-Dibutyl-2,5-bis[5-[3,4-dibutyl-5-[4-(3,4-dibutylthiophen-2-yl)buta-1,3-diynyl]thiophen-2-yl]thiophen-2-yl]thiophene
• CAS: 349481-99-8
• 化学式: C₇₆H₉₆S₇
• 分子量: 1234.06
• InChiKey: LBSHDZGTDOUUJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  30.3
• 重原子数：
  83
• 可旋转键数：
  40
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  198
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5,5'''-bis[4-(3,4-dibutylthien-2-yl)buta-1,3-diyne]-3,3'',3'''',4,4'',4''''-hexabutyl-2,2':5',2'':5'',2''':5''',2''''-quinquethiophene 在 sodium sulfide 作用下， 以 乙二醇甲醚 为溶剂， 反应 4.0h， 以69%的产率得到3,3'',3'''',3'''''',3'''''''',4,4'',4'''',4'''''',4''''''''-decabutyl-2,2':5',2'':5'',2''':5''',2'''':5'''',2''''':5''''',2'''''':5''''''',2''''''''-nonithiophene
  参考文献：
  名称：

  Homologous series of regioregular alkylsubstituted oligothiophenes up to an 11-mer

  摘要：

  A complete series of structurally well-defined butylated oligothiophenes up to an Il-mer was synthesized by a combination of aryl-aryl cross-coupling reactions and cyclization of 1,3-butadiyne precursors with sulfide anions. Palladium-catalyzed cross-coupling of halogenated thiophene units with trimethylsilylacetylene effectively yields ethynylated thiophenes which after deprotection are oxidatively coupled to the corresponding 1,3-butadiynes. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(01)00254-x
• 作为产物：
  描述：

  3,4-二丁基噻吩 在 bis-triphenylphosphine-palladium(II) chloride 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 37.0h， 生成 5,5'''-bis[4-(3,4-dibutylthien-2-yl)buta-1,3-diyne]-3,3'',3'''',4,4'',4''''-hexabutyl-2,2':5',2'':5'',2''':5''',2''''-quinquethiophene
  参考文献：
  名称：

  Homologous series of regioregular alkylsubstituted oligothiophenes up to an 11-mer

  摘要：

  A complete series of structurally well-defined butylated oligothiophenes up to an Il-mer was synthesized by a combination of aryl-aryl cross-coupling reactions and cyclization of 1,3-butadiyne precursors with sulfide anions. Palladium-catalyzed cross-coupling of halogenated thiophene units with trimethylsilylacetylene effectively yields ethynylated thiophenes which after deprotection are oxidatively coupled to the corresponding 1,3-butadiynes. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(01)00254-x

文献信息

• Homologous series of regioregular alkylsubstituted oligothiophenes up to an 11-mer
  作者：Jens Krömer、Peter Bäuerle

  DOI：10.1016/s0040-4020(01)00254-x

  日期：2001.4

  A complete series of structurally well-defined butylated oligothiophenes up to an Il-mer was synthesized by a combination of aryl-aryl cross-coupling reactions and cyclization of 1,3-butadiyne precursors with sulfide anions. Palladium-catalyzed cross-coupling of halogenated thiophene units with trimethylsilylacetylene effectively yields ethynylated thiophenes which after deprotection are oxidatively coupled to the corresponding 1,3-butadiynes. (C) 2001 Published by Elsevier Science Ltd.