5-(2,3-Dihydrothieno[3,4-b][1,4]dioxin-5-yl)-7-[5-[5-[5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]-2-[5-[5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]-3-[5-[5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]thiophen-2-yl]thiophen-2-yl]thiophen-3-yl]thiophen-2-yl]-2,3-dihydrothieno[3,4-b][1,4]dioxine | 1257983-56-4

• 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-(2,3-Dihydrothieno[3,4-b][1,4]dioxin-5-yl)-7-[5-[5-[5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]-2-[5-[5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]-3-[5-[5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]thiophen-2-yl]thiophen-2-yl]thiophen-3-yl]thiophen-2-yl]-2,3-dihydrothieno[3,4-b][1,4]dioxine
• 英文别名: 5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-7-[5-[5-[5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]-2-[5-[5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]-3-[5-[5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]thiophen-2-yl]thiophen-2-yl]thiophen-3-yl]thiophen-2-yl]-2,3-dihydrothieno[3,4-b][1,4]dioxine
• CAS: 1257983-56-4
• 化学式: C₆₄H₄₂O₁₆S₁₂
• 分子量: 1451.82
• InChiKey: KRXGZVSOTGCNEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.4
• 重原子数：
  92
• 可旋转键数：
  11
• 环数：
  20.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  487
• 氢给体数：
  0
• 氢受体数：
  28

反应信息

• 作为产物：
  描述：

  5-(tributyltin)-2,2′-bis(3,4-ethylenedioxy)thiophene 、 5,5′,5″,5‴-tetrabromo-2,3′:2′,2″:3″,2‴-quaterthiophene 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 36.0h， 以7%的产率得到5-(2,3-Dihydrothieno[3,4-b][1,4]dioxin-5-yl)-7-[5-[5-[5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]-2-[5-[5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]-3-[5-[5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]thiophen-2-yl]thiophen-2-yl]thiophen-3-yl]thiophen-2-yl]-2,3-dihydrothieno[3,4-b][1,4]dioxine
  参考文献：
  名称：

  Electropolymerizable 3Dπ-conjugated architectures with ethylenedioxythiophene (EDOT) end-groups as precursors of electroactive conjugated networks

  摘要：

  通过斯蒂尔偶联反应合成了三维共轭结构，其中包括连接到噻吩内核上的带有末端 EDOT 基团的共轭分支，该共轭分支通过立体相互作用扭曲了约 90°。在溶液中记录的紫外可见吸收光谱显示出复杂的光谱特征，这些特征取决于主共轭段和共轭侧链的大小和化学结构。由于固定了末端的 EDOT 基团，这些化合物可以直接进行完全的电聚合，从而产生稳定的电极材料。通过循环伏安法和光谱电化学法对聚合物的电化学和光学特性进行的分析表明，末端 EDOT 基团的电化学耦合导致形成了Ï-共轭网络，其电化学和光学特性可通过低聚共轭链的长度和化学成分进行调整。

  DOI：

  10.1039/c0jm01873b

文献信息

• Electropolymerizable 3Dπ-conjugated architectures with ethylenedioxythiophene (EDOT) end-groups as precursors of electroactive conjugated networks
  作者：Flavia Piron、Philippe Leriche、Ion Grosu、Jean Roncali

  DOI：10.1039/c0jm01873b

  日期：——

  Three-dimensional conjugated architectures involving conjugated branches with terminal EDOT groups attached onto a bithiophene core twisted by ca. 90° by steric interactions have been synthesized by Stille coupling reactions. The UV-Vis absorption spectra recorded in solution show complex spectral features that depend on both the size and chemical structure of the main conjugated segment and of the conjugated side chains. Thanks to the fixation of the terminal EDOT groups, these compounds undergo straightforward and complete electropolymerization to produce stable electrode materials. The analysis of the electrochemical and optical properties of the polymers by cyclic voltammetry and spectroelectrochemistry suggests that the electrochemical coupling of the terminal EDOT groups leads to the formation of π-conjugated networks the electrochemical and optical properties of which can be tuned through the length and chemical composition of the oligomeric conjugated links.

  通过斯蒂尔偶联反应合成了三维共轭结构，其中包括连接到噻吩内核上的带有末端 EDOT 基团的共轭分支，该共轭分支通过立体相互作用扭曲了约 90°。在溶液中记录的紫外可见吸收光谱显示出复杂的光谱特征，这些特征取决于主共轭段和共轭侧链的大小和化学结构。由于固定了末端的 EDOT 基团，这些化合物可以直接进行完全的电聚合，从而产生稳定的电极材料。通过循环伏安法和光谱电化学法对聚合物的电化学和光学特性进行的分析表明，末端 EDOT 基团的电化学耦合导致形成了Ï-共轭网络，其电化学和光学特性可通过低聚共轭链的长度和化学成分进行调整。