[6-[4-Butyl-5-[6-(4-butylthiophen-2-yl)pyridin-2-yl]thiophen-2-yl]pyridin-2-yl] trifluoromethanesulfonate | 1469910-25-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: [6-[4-Butyl-5-[6-(4-butylthiophen-2-yl)pyridin-2-yl]thiophen-2-yl]pyridin-2-yl] trifluoromethanesulfonate
• 英文别名: [6-[4-butyl-5-[6-(4-butylthiophen-2-yl)pyridin-2-yl]thiophen-2-yl]pyridin-2-yl] trifluoromethanesulfonate
• CAS: 1469910-25-5
• 化学式: C₂₇H₂₇F₃N₂O₃S₃
• 分子量: 580.716
• InChiKey: UWEIILPBFSIYHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  134
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-[4-Butyl-5-[6-(4-butylthiophen-2-yl)pyridin-2-yl]thiophen-2-yl]-6-[(2-methylpropan-2-yl)oxy]pyridine 、 [6-[4-Butyl-5-[6-(4-butylthiophen-2-yl)pyridin-2-yl]thiophen-2-yl]pyridin-2-yl] trifluoromethanesulfonate 在 正丁基锂 、 zinc(II) chloride 、 (1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidenyl)palladium cinnamyl chloride 作用下， 以 四氢呋喃 为溶剂， 反应 1.34h， 以25%的产率得到2-[4-Butyl-5-[6-[4-butyl-5-[6-[4-butyl-5-[6-(4-butylthiophen-2-yl)pyridin-2-yl]thiophen-2-yl]pyridin-2-yl]thiophen-2-yl]pyridin-2-yl]thiophen-2-yl]-6-[(2-methylpropan-2-yl)oxy]pyridine
  参考文献：
  名称：

  Systematic Evaluation of 2,6-Linked Pyridine–Thiophene Oligomers

  摘要：

  An efficient synthesis of alternating 2,6-linked pyridine-thiophene (Py-Th) oligomers allows systematic evaluation of their optical and electrochemical properties. The six- and eight-ring oligomers are revealed to be brightly luminescent, even in the solid state. The oligomers are easily reduced but cannot be electrochemically oxidized. The longer oligomers have reduction potentials similar to those reported for pyridine-thiophene polymers of less defined structure. Protonation of the pyridine or substitution at C4 are shown to further modulate the electronic properties and, in combination with the low-lying absolute LUMO energies, these data suggest that the compounds are potential n-type materials worthy of further study.

  DOI：

  10.1021/jo401735g
• 作为产物：
  描述：

  2-溴-6-叔丁氧基吡啶 在 正丁基锂 、 2,2,6,6-tetramethylpiperidinyl-lithium 、 吡啶盐酸盐 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 10.68h， 生成 [6-[4-Butyl-5-[6-(4-butylthiophen-2-yl)pyridin-2-yl]thiophen-2-yl]pyridin-2-yl] trifluoromethanesulfonate
  参考文献：
  名称：

  Systematic Evaluation of 2,6-Linked Pyridine–Thiophene Oligomers

  摘要：

  An efficient synthesis of alternating 2,6-linked pyridine-thiophene (Py-Th) oligomers allows systematic evaluation of their optical and electrochemical properties. The six- and eight-ring oligomers are revealed to be brightly luminescent, even in the solid state. The oligomers are easily reduced but cannot be electrochemically oxidized. The longer oligomers have reduction potentials similar to those reported for pyridine-thiophene polymers of less defined structure. Protonation of the pyridine or substitution at C4 are shown to further modulate the electronic properties and, in combination with the low-lying absolute LUMO energies, these data suggest that the compounds are potential n-type materials worthy of further study.

  DOI：

  10.1021/jo401735g

文献信息

• Systematic Evaluation of 2,6-Linked Pyridine–Thiophene Oligomers
  作者：Silvia V. Rocha、Nathaniel S. Finney

  DOI：10.1021/jo401735g

  日期：2013.11.15

  An efficient synthesis of alternating 2,6-linked pyridine-thiophene (Py-Th) oligomers allows systematic evaluation of their optical and electrochemical properties. The six- and eight-ring oligomers are revealed to be brightly luminescent, even in the solid state. The oligomers are easily reduced but cannot be electrochemically oxidized. The longer oligomers have reduction potentials similar to those reported for pyridine-thiophene polymers of less defined structure. Protonation of the pyridine or substitution at C4 are shown to further modulate the electronic properties and, in combination with the low-lying absolute LUMO energies, these data suggest that the compounds are potential n-type materials worthy of further study.