4,6-dihexylbenzo[1,2-b:6,5-b':3,4-c'']trithiophene | 1345692-42-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 4,6-dihexylbenzo[1,2-b:6,5-b':3,4-c'']trithiophene
• 英文别名: 4,6-di-n-hexylbenzo[2,1-b:3,4-b':5,6-c'']trithiophene；8,10-Dihexyl-3,9,15-trithiatetracyclo[10.3.0.02,6.07,11]pentadeca-1(12),2(6),4,7,10,13-hexaene；8,10-dihexyl-3,9,15-trithiatetracyclo[10.3.0.02,6.07,11]pentadeca-1(12),2(6),4,7,10,13-hexaene
• CAS: 1345692-42-3
• 化学式: C₂₄H₃₀S₃
• 分子量: 414.7
• InChiKey: RVEQBYWZDVFNOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,3'-bis(oct-1-ynyl)-2,2'-bithiophene 在 Wilkinson's catalyst 、 sulfur 作用下， 以 苯 为溶剂， 反应 6.25h， 以25%的产率得到4,6-dihexylbenzo[1,2-b:6,5-b':3,4-c'']trithiophene
  参考文献：
  名称：

  Making Benzotrithiophene a Stronger Electron Donor

  摘要：

  A new member of the benzotrithiophene family, benzo[2,1-b:-3,44:5,6-c '']trithiophene (3a), and its alkyl substituted derivatives (3b-e) were synthesized and characterized. Their photophyscial, electrochemical, crystallographic, and self-assembly properties were described. Thin film structures varied widely with the exact nature of the alkyl substitution pattern, with decreasing self-assembly propensity with increasing alkyl chain length. The high HOMO levels and the coplanarity of these molecules show their potential as organic semiconductors and as donor components in donor-acceptor copolymers.

  DOI：

  10.1021/ol2025372

文献信息

• A Convenient Synthesis of Benzo[1,2-b:6,5-b′:3,4-c′′]trithiophenes Starting from Thiophene
  作者：Kyukwan Zong、Hyokwon Kim

  DOI：10.1055/s-0037-1611017

  日期：2019.2

  catalyst and the subsequent oxidative ring-closing reactions led to target compounds in moderate to good yields. A series of benzo[1,2-b:6,5-b′:3,4-c′′]trithiophenes were synthesized in four steps starting from thiophene. Thiophene was converted into 2,5-dialkylthiophenes upon dilithiation followed by treatment with various alkyl halides. The reaction of 2,5-dialkylthiophenes with Br2 easily afforded the

  摘要 从噻吩开始，分四个步骤合成了一系列苯并[1,2- b：6,5- b '：3,4- c '']三噻吩。二苯甲酸酯化后，噻吩转化为2，5-二烷基噻吩，然后用各种烷基卤化物处理。2，5-二烷基噻吩与Br 2的反应容易得到相应的2，5-二烷基-3，4-二溴噻吩。它们在Pd催化剂存在下与3-三丁基丁基噻吩的偶合反应和随后的氧化性闭环反应导致目标化合物以中等至良好的产率收率。 从噻吩开始，分四个步骤合成了一系列苯并[1,2- b：6,5- b '：3,4- c '']三噻吩。二苯甲酸酯化后，噻吩转化为2，5-二烷基噻吩，然后用各种烷基卤化物处理。2，5-二烷基噻吩与Br 2的反应容易得到相应的2，5-二烷基-3，4-二溴噻吩。它们在Pd催化剂存在下与3-三丁基丁基噻吩的偶合反应和随后的氧化性闭环反应导致目标化合物以中等至良好的产率收率。
• Making Benzotrithiophene a Stronger Electron Donor
  作者：Xin Guo、Suhao Wang、Volker Enkelmann、Martin Baumgarten、Klaus Müllen

  DOI：10.1021/ol2025372

  日期：2011.11.18

  A new member of the benzotrithiophene family, benzo[2,1-b:-3,44:5,6-c '']trithiophene (3a), and its alkyl substituted derivatives (3b-e) were synthesized and characterized. Their photophyscial, electrochemical, crystallographic, and self-assembly properties were described. Thin film structures varied widely with the exact nature of the alkyl substitution pattern, with decreasing self-assembly propensity with increasing alkyl chain length. The high HOMO levels and the coplanarity of these molecules show their potential as organic semiconductors and as donor components in donor-acceptor copolymers.