5-octyl-5'''-tridecafluorohexyl-2,2':5',2'':5'',2'''-quaterthiophene

• 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-octyl-5'''-tridecafluorohexyl-2,2':5',2'':5'',2'''-quaterthiophene
• 英文别名: 2-Octyl-5-[5-[5-[5-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophene；2-octyl-5-[5-[5-[5-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophene
• 化学式: C₃₀H₂₅F₁₃S₄
• 分子量: 760.772
• InChiKey: BNLGRGVOLVEKIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.9
• 重原子数：
  47
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  2-正辛基噻吩 在 四(三苯基膦)钯 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 39.0h， 生成 5-octyl-5'''-tridecafluorohexyl-2,2':5',2'':5'',2'''-quaterthiophene
  参考文献：
  名称：

  Non-symmetrical oligothiophenes with ‘incompatible’ substituents

  摘要：

  The syntheses of oligothiophenes 1 and 2 comprising two different types of peripheral substituents, namely alkyl and perfluoroalkyl, is reported. The key synthetic step is the Pd-catalyzed cross-coupling of perfluoroalkylated bromide 3 with an appropriate boronate. This molecular design is expected to promote unusual two-layer packing, which is of interest for application in electronic devices. Quaterthiophene 1 forms smectic mesophase, though in the narrow temperature range, and is suitable for the fabrication of thin films by solution processing methods. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.11.029

文献信息

• Non-symmetrical oligothiophenes with ‘incompatible’ substituents
  作者：Delphine Didier、Sergey Sergeyev、Yves Henri Geerts

  DOI：10.1016/j.tet.2006.11.029

  日期：2007.1

  The syntheses of oligothiophenes 1 and 2 comprising two different types of peripheral substituents, namely alkyl and perfluoroalkyl, is reported. The key synthetic step is the Pd-catalyzed cross-coupling of perfluoroalkylated bromide 3 with an appropriate boronate. This molecular design is expected to promote unusual two-layer packing, which is of interest for application in electronic devices. Quaterthiophene 1 forms smectic mesophase, though in the narrow temperature range, and is suitable for the fabrication of thin films by solution processing methods. (c) 2006 Elsevier Ltd. All rights reserved.