(E)-1-((2',2'':5'',2'''-terthiophen)-3''-yl)-2-(4''''-pyridyl)ethene | 651031-58-2

• 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',2'':5'',2'''-terthiophen)-3''-yl)-2-(4''''-pyridyl)ethene
• 英文别名: (E)-1-((2,2':5',2"-terthiophen)-3'-yl)-2-(4'-pyridyl)ethane；(E)-1-((2,2':5',2''-terthiophen)-3'-yl)-2-(4'-pyridyl)ethane；3'-[1E-2-(4-pyridyl)ethenyl]-2,2:5',2''-terthiophene；4-[(E)-2-(2,5-dithiophen-2-ylthiophen-3-yl)ethenyl]pyridine
• CAS: 651031-58-2
• 化学式: C₁₉H₁₃NS₃
• 分子量: 351.517
• InChiKey: AOJZQPQHMSYQLF-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  97.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  fac-[Re(CO)3Cl(2-(11-dipyrido[3,2-a:2',3'-c]phenazine)-5-phenyl-1,3,4-oxadiazole)] 、 乙酸乙酯 、 乙腈 、 (E)-1-((2',2'':5'',2'''-terthiophen)-3''-yl)-2-(4''''-pyridyl)ethene 在 AgOTf 作用下， 以 四氢呋喃 、 乙酸乙酯 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  用作OLED掺杂剂的多组分rh（I）配合物的合成与表征。

  摘要：

  DOI：

  10.1002/anie.200504532
• 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 18.5h， 生成 (E)-1-((2',2'':5'',2'''-terthiophen)-3''-yl)-2-(4''''-pyridyl)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

• β-Terthiophene aldehyde and phosphonate: key building blocks for the synthesis of functionalised conducting polymers
  作者：Gavin E Collis、Anthony K Burrell、David L Officer

  DOI：10.1016/s0040-4039(01)01894-9

  日期：2001.12

  A simple and efficient methodology has been developed for the synthesis of beta -functionalised terthiophene monomers, conducting polymer precursors. Using a building block approach, the key materials, beta -terthiophene aldehyde and phosphonate, were constructed with Suzuki chemistry. Reactions of these building blocks with the appropriate coupling partner under Wittig/Horner-Emmons conditions provides conjugatively-linked functionalised monomers. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Conducting Polymers With Porphyrin Cross-Linkers
  申请人：On Too Chee

  公开号：US20070295398A1

  公开（公告）日：2007-12-27

  The invention relates to a cross-linking monomer having the structure Q-(L) n -P-(L′) m ;-Q′, where Q and Q′ are polymerisable units, L and L′ are linkers providing direct or indirect electronic communication between Q and P and between P and Q′, and P is an electrofunctional unit, and also to polymers prepared from such monomers. Q for example may be a heteroaromatic ring such as thiophene, furan and pyrrole. The electrofunctional group may be, for example, porphyrin, substituted porphyrin, phthalocyanine or substituted phthalocyanine. The invention also relates to an electrofunctional material including a base material and a cross-linked polymer such as described.
• Synthesis and Characterization of a Multicomponent Rhenium(I) Complex for Application as an OLED Dopant
  作者：Natasha J. Lundin、Allan G. Blackman、Keith C. Gordon、David L. Officer

  DOI：10.1002/anie.200504532

  日期：2006.4.10
• 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.