3-[2-(2,3-Dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-thiophen-3-yloxy]-propionitrile | 679838-91-6

• 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: 3-[2-(2,3-Dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-thiophen-3-yloxy]-propionitrile
• 英文别名: 3-[2-(2,3-Dihydrothieno[3,4-b][1,4]dioxin-5-yl)thiophen-3-yl]oxypropanenitrile；3-[2-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)thiophen-3-yl]oxypropanenitrile
• CAS: 679838-91-6
• 化学式: C₁₃H₁₁NO₃S₂
• 分子量: 293.367
• InChiKey: FZOXVZFUQAEGDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-[2-(2,3-Dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-thiophen-3-yloxy]-propionitrile 在 cesium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(2,3-Dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-thiophen-3-ol
  参考文献：
  名称：

  Electrogenerated poly(thiophenes) derivatized by bipyridine ligands and metal complexes

  摘要：

  The synthesis of a series of bithiophenic precursors of electrogenerated conjugated polymers functionalized by bipyridine ligands is described. The precursor structure involves two polymerizable groups attached at both ends of a bipyridine ligand and fixed at an internal beta-position of thiophene via an alkylsulfanyl or alkoxy spacer. Electrochemical and optical data show that the low polymerization potential resulting from the association of 3,4-ethylenedioxythiophene (EDOT) and alkylsulfanyl or alkoxy thiophene combined with the multi-site polymerization approach allows a straightforward electrosynthesis of extensively conjugated and stable functionalized polymers. On the basis of these results, iron and ruthenium complexes of these precursors have been synthesized and electropolymerized. The analysis of the electrochemical behavior of the resulting polymers shows that they exhibit the typical electrochemical signature of both the conjugated polythiophene backbone and the immobilized metal complex.

  DOI：

  10.1039/b313291a
• 作为产物：
  描述：

  3-甲氧基噻吩 在 sodium hydrogen sulfate 、 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 3-[2-(2,3-Dihydro-thieno[3,4-b][1,4]dioxin-5-yl)-thiophen-3-yloxy]-propionitrile
  参考文献：
  名称：

  Electrogenerated poly(thiophenes) derivatized by bipyridine ligands and metal complexes

  摘要：

  The synthesis of a series of bithiophenic precursors of electrogenerated conjugated polymers functionalized by bipyridine ligands is described. The precursor structure involves two polymerizable groups attached at both ends of a bipyridine ligand and fixed at an internal beta-position of thiophene via an alkylsulfanyl or alkoxy spacer. Electrochemical and optical data show that the low polymerization potential resulting from the association of 3,4-ethylenedioxythiophene (EDOT) and alkylsulfanyl or alkoxy thiophene combined with the multi-site polymerization approach allows a straightforward electrosynthesis of extensively conjugated and stable functionalized polymers. On the basis of these results, iron and ruthenium complexes of these precursors have been synthesized and electropolymerized. The analysis of the electrochemical behavior of the resulting polymers shows that they exhibit the typical electrochemical signature of both the conjugated polythiophene backbone and the immobilized metal complex.

  DOI：

  10.1039/b313291a

文献信息

• Electrogenerated poly(thiophenes) derivatized by bipyridine ligands and metal complexes
  作者：Bruno Jousselme、Philippe Blanchard、Maïtena Oçafrain、Magali Allain、Eric Levillain、Jean Roncali

  DOI：10.1039/b313291a

  日期：——

  The synthesis of a series of bithiophenic precursors of electrogenerated conjugated polymers functionalized by bipyridine ligands is described. The precursor structure involves two polymerizable groups attached at both ends of a bipyridine ligand and fixed at an internal beta-position of thiophene via an alkylsulfanyl or alkoxy spacer. Electrochemical and optical data show that the low polymerization potential resulting from the association of 3,4-ethylenedioxythiophene (EDOT) and alkylsulfanyl or alkoxy thiophene combined with the multi-site polymerization approach allows a straightforward electrosynthesis of extensively conjugated and stable functionalized polymers. On the basis of these results, iron and ruthenium complexes of these precursors have been synthesized and electropolymerized. The analysis of the electrochemical behavior of the resulting polymers shows that they exhibit the typical electrochemical signature of both the conjugated polythiophene backbone and the immobilized metal complex.