(E)-1,2-bis((2',2'':5'',2'''-terthiophen)-3''-yl)ethene

• 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: (E)-1,2-bis((2',2'':5'',2'''-terthiophen)-3''-yl)ethene
• 英文别名: 3-[(E)-2-(2,5-dithiophen-2-ylthiophen-3-yl)ethenyl]-2,5-dithiophen-2-ylthiophene
• 化学式: C₂₆H₁₆S₆
• 分子量: 520.809
• InChiKey: AQLQUDCBZWRWIR-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  169
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  diethyl 3-thenylphosphonate 在 四(三苯基膦)钯 potassium tert-butylate 、 碘化吡啶单盐酸盐 、 sodium carbonate 、 mercury(II) nitrate 作用下， 以 四氢呋喃 、 甲醇 、 乙二醇二甲醚 为溶剂， 反应 17.67h， 生成 (E)-1,2-bis((2',2'':5'',2'''-terthiophen)-3''-yl)ethene
  参考文献：
  名称：

  A modular procedure for the synthesis of functionalised β-substituted terthiophene monomers for conducting polymer applications

  摘要：

  An efficient modular strategy has been developed for the synthesis of beta-functionalised terthiophene monomers using Suzuki-Miyaura and Wittig/Horner-Emmons chemistries. This paper discusses the problems encountered with converting the beta-terthiophene aldehyde building block to the beta-terthiophene phosphonium salt and the use of this material in a Wittig condensation. An improved strategy using the beta-terthiophene phosphonate building block constructed via Suzuki-Miyaura coupling protocols was developed. We have synthesised and characterised a broad range of functionalised terthiophene materials that have been designed for specific end-use applications. The availability of these building blocks has dramatically increased access to a range of key monomers. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.022

文献信息

• A modular procedure for the synthesis of functionalised β-substituted terthiophene monomers for conducting polymer applications
  作者：Gavin E. Collis、Anthony K. Burrell、Esther J. Blandford、David L. Officer

  DOI：10.1016/j.tet.2007.08.022

  日期：2007.11

  An efficient modular strategy has been developed for the synthesis of beta-functionalised terthiophene monomers using Suzuki-Miyaura and Wittig/Horner-Emmons chemistries. This paper discusses the problems encountered with converting the beta-terthiophene aldehyde building block to the beta-terthiophene phosphonium salt and the use of this material in a Wittig condensation. An improved strategy using the beta-terthiophene phosphonate building block constructed via Suzuki-Miyaura coupling protocols was developed. We have synthesised and characterised a broad range of functionalised terthiophene materials that have been designed for specific end-use applications. The availability of these building blocks has dramatically increased access to a range of key monomers. (c) 2007 Elsevier Ltd. All rights reserved.