4-([2,2'-bithiophen]-5-yl)-1H-pyrazole | 1616780-43-8

• 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: 4-([2,2'-bithiophen]-5-yl)-1H-pyrazole
• 英文别名: 4-[5-(2,2'-bithienyl)]-1H-pyrazole；4-(5-thiophen-2-ylthiophen-2-yl)-1H-pyrazole
• CAS: 1616780-43-8
• 化学式: C₁₁H₈N₂S₂
• 分子量: 232.33
• InChiKey: WWCWKPDUVXPYAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (tetrahydrothiophene)gold(I) chloride 、 4-([2,2'-bithiophen]-5-yl)-1H-pyrazole 在 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以39%的产率得到tris-(μ-N,N'-(4-[5-(2,2'-bithienyl)]pyrazolato)trigold(I))
  参考文献：
  名称：

  Tuning the Extended Structure and Electronic Properties of Gold(I) Thienyl Pyrazolates

  摘要：

  A series of thienyl pyrazole proligands and gold(l) thienyl pyrazolate cyclic trinuclear complexes (CTCs) have been synthesized. The relationship between the structure and emission properties of bridging thienyl pyrazolates within gold(I) cyclic trinuclear complexes suggests that the nature of dual emission is sensitive to ligand conjugation length. Density functional theory has been used to support the assignment of metal-sensitized, ligand-localized phosphorescence from monothienyl complexes, while low-lying, ligand-localized LUMOs present in bithienyl systems prohibit metal-sensitized phosphorescence. Soluble n-hexyl derivatives have been synthesized to explore the electrochemical properties of gold(I) thienyl pyrazolates CTCs, and conductive electropolymerized thin films were realized.

  DOI：

  10.1021/ic4031365
• 作为产物：
  描述：

  2,2'-联噻吩-5-硼酸频哪醇酯 在 甲醇 、 四(三苯基膦)钯 、 potassium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 21.0h， 生成 4-([2,2'-bithiophen]-5-yl)-1H-pyrazole
  参考文献：
  名称：

  Tuning the Extended Structure and Electronic Properties of Gold(I) Thienyl Pyrazolates

  摘要：

  A series of thienyl pyrazole proligands and gold(l) thienyl pyrazolate cyclic trinuclear complexes (CTCs) have been synthesized. The relationship between the structure and emission properties of bridging thienyl pyrazolates within gold(I) cyclic trinuclear complexes suggests that the nature of dual emission is sensitive to ligand conjugation length. Density functional theory has been used to support the assignment of metal-sensitized, ligand-localized phosphorescence from monothienyl complexes, while low-lying, ligand-localized LUMOs present in bithienyl systems prohibit metal-sensitized phosphorescence. Soluble n-hexyl derivatives have been synthesized to explore the electrochemical properties of gold(I) thienyl pyrazolates CTCs, and conductive electropolymerized thin films were realized.

  DOI：

  10.1021/ic4031365

文献信息

• Synthesis and Self-Assemblies of Bithiophene Functionalized 1H-Pyrazole Derivatives
  作者：Jung Su Park

  DOI：10.5012/bkcs.2014.35.4.1221

  日期：2014.4.20
• Tuning the Extended Structure and Electronic Properties of Gold(I) Thienyl Pyrazolates
  作者：Lyndsey D. Earl、Jeffrey K. Nagle、Michael O. Wolf

  DOI：10.1021/ic4031365

  日期：2014.7.21

  A series of thienyl pyrazole proligands and gold(l) thienyl pyrazolate cyclic trinuclear complexes (CTCs) have been synthesized. The relationship between the structure and emission properties of bridging thienyl pyrazolates within gold(I) cyclic trinuclear complexes suggests that the nature of dual emission is sensitive to ligand conjugation length. Density functional theory has been used to support the assignment of metal-sensitized, ligand-localized phosphorescence from monothienyl complexes, while low-lying, ligand-localized LUMOs present in bithienyl systems prohibit metal-sensitized phosphorescence. Soluble n-hexyl derivatives have been synthesized to explore the electrochemical properties of gold(I) thienyl pyrazolates CTCs, and conductive electropolymerized thin films were realized.