tris(5-bithienyl)phosphine | 956224-47-8

• 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: tris(5-bithienyl)phosphine
• 英文别名: (2T)3P；Tris(5-thiophen-2-ylthiophen-2-yl)phosphane；tris(5-thiophen-2-ylthiophen-2-yl)phosphane
• CAS: 956224-47-8
• 化学式: C₂₄H₁₅PS₆
• 分子量: 526.753
• InChiKey: WFNVAMDXDFPEIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  31
• 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

• 作为反应物：
  描述：

  W6S8(4-tert-butylpyridine)6 、 tris(5-bithienyl)phosphine 以 苯 为溶剂， 以58%的产率得到[W6S8(2T)3P)6]
  参考文献：
  名称：

  [W₆S₈] Octahedral Tungsten Clusters Functionalized with Thiophene Derivatives:  toward Polymerizable Building Blocks

  摘要：

  The functionalization of octahedral [W6S8] Clusters with a family of phosphino-thiophene ligands has been investigated with the goal of synthesizing extended networks of [W6S8] units covalently linked to one another through thiophene-conjugated bridges. In addition to new phosphino-thiophene ligands, eight clusters were synthesized and characterized by H-1 and P-31 NMR spectroscopies, elemental analysis, and UV-vis absorption. These clusters are formulated [W6S8(T-PPh2)(6)] (1a), [W6S8(T-PEt2)(6)] (1b), [W6S8(2T-PPh2)(6)] (2a), [W6S8(2T-PEt2)(6)] (2b), [W6S8(3T-PPh2)(6)] (3a), [W(6)s(8)(3T-PEt2)(6)] (3b), [W6S8((2T)(3)P)(6)] (4), and [W6S8(2EDOT-PEt2)(6)] (5) (T = thiophene and EDOT = 3,4-ethylenedioxythiophene). The molecular structure of six of them has been obtained by single-crystal X-ray diffraction analysis. All of them crystallize in the P (1) over bar triclinic space group except 3b, which has the P2(1)/c monoclinic symmetry. The redox behavior of both the ligands and the corresponding functionalized clusters has been investigated by cyclic voltammetry. An attempt to electropolymerize these species is also reported.

  DOI：

  10.1021/ic7010748
• 作为产物：
  描述：

  三(2-溴-5-噻吩基)膦 、 2-三丁基甲锡烷基噻吩 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以40%的产率得到tris(5-bithienyl)phosphine
  参考文献：
  名称：

  3D-conjugated systems based on oligothiophenes and phosphorus nodes

  摘要：

  我们合成了基于接枝在磷或氧化膦节点上的低聚噻吩片段的三维共轭体系。在 Stille 耦合条件下，溴端噻吩膦衍生物会发生磷碳键断裂，这归因于配体与钯催化剂的交换。紫外可见光谱、荧光光谱和循环伏安法分析了新化合物的电子特性。

  DOI：

  10.1039/b806169f

文献信息

• 3D-conjugated systems based on oligothiophenes and phosphorus nodes
  作者：Philippe Leriche、David Aillerie、Sophie Roquet、Magali Allain、Antonio Cravino、Pierre Frère、Jean Roncali

  DOI：10.1039/b806169f

  日期：——

  3D-conjugated systems based on oligothiophene segments grafted on a phosphorus or on a phosphine oxide node have been synthesized. Under Stille coupling conditions, bromide terminated thienyl phosphine derivatives undergo a breaking of the phosphorus–carbon bond attributed to a ligand exchange with the Pd catalyst. The electronic properties of the new compounds have been analyzed by UV-vis and fluorescence spectroscopy and cyclic voltammetry.

  我们合成了基于接枝在磷或氧化膦节点上的低聚噻吩片段的三维共轭体系。在 Stille 耦合条件下，溴端噻吩膦衍生物会发生磷碳键断裂，这归因于配体与钯催化剂的交换。紫外可见光谱、荧光光谱和循环伏安法分析了新化合物的电子特性。
• [W₆S₈] Octahedral Tungsten Clusters Functionalized with Thiophene Derivatives:  toward Polymerizable Building Blocks
  作者：Sandrine Perruchas、Samuel Flores、Bruno Jousselme、Emil Lobkovsky、Hector Abruña、Francis J. DiSalvo

  DOI：10.1021/ic7010748

  日期：2007.10.1

  The functionalization of octahedral [W6S8] Clusters with a family of phosphino-thiophene ligands has been investigated with the goal of synthesizing extended networks of [W6S8] units covalently linked to one another through thiophene-conjugated bridges. In addition to new phosphino-thiophene ligands, eight clusters were synthesized and characterized by H-1 and P-31 NMR spectroscopies, elemental analysis, and UV-vis absorption. These clusters are formulated [W6S8(T-PPh2)(6)] (1a), [W6S8(T-PEt2)(6)] (1b), [W6S8(2T-PPh2)(6)] (2a), [W6S8(2T-PEt2)(6)] (2b), [W6S8(3T-PPh2)(6)] (3a), [W(6)s(8)(3T-PEt2)(6)] (3b), [W6S8((2T)(3)P)(6)] (4), and [W6S8(2EDOT-PEt2)(6)] (5) (T = thiophene and EDOT = 3,4-ethylenedioxythiophene). The molecular structure of six of them has been obtained by single-crystal X-ray diffraction analysis. All of them crystallize in the P (1) over bar triclinic space group except 3b, which has the P2(1)/c monoclinic symmetry. The redox behavior of both the ligands and the corresponding functionalized clusters has been investigated by cyclic voltammetry. An attempt to electropolymerize these species is also reported.