triisopropyl{5-[5'''-(triisopropylsilyl)-2,2':5',2'':5'',2'''-quaterthien-5-yl]thieno[3,2-b]thien-2-yl}silane | 1193634-05-7

• 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: triisopropyl{5-[5'''-(triisopropylsilyl)-2,2':5',2'':5'',2'''-quaterthien-5-yl]thieno[3,2-b]thien-2-yl}silane
• 英文别名: Tri(propan-2-yl)-[5-[5-[5-[5-[5-tri(propan-2-yl)silylthieno[3,2-b]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]silane
• CAS: 1193634-05-7
• 化学式: C₄₀H₅₂S₆Si₂
• 分子量: 781.42
• InChiKey: QUFJHTOSVPVVQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.65
• 重原子数：
  48
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  triisopropyl{5-[5'''-(triisopropylsilyl)-2,2':5',2'':5'',2'''-quaterthien-5-yl]thieno[3,2-b]thien-2-yl}silane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 以90%的产率得到5-thieno[3,2-b]thien-2-yl-2,2':5',2'':5'',2'''-quaterthiophene
  参考文献：
  名称：

  Thiophene/Thieno[3,2-b]thiophene Co-oligomers: Fused-Ring Analogues of Sexithiophene

  摘要：

  A series of six-ring oligothiophenes containing one to three degrees of ring fusion were assembled by a combination of metal-catalyzed Stifle cross-coupling and oxidative homocoupling reactions. The effect of position and extent of ring fusion on the electronic properties Was Studied by UV-vis absorption and fluorescence spectroscopies, and these data were interpreted in the context of TD-DFT computational analysis. Within each set of regioisomers, a slight red shift is revealed in the onset of the UV-vis absorption spectra when the fused-ring unit is located nearer to the periphery of the oligomer, indicating a narrower HOMO-LUMO gap. Incorporation Of the unit of ring fusion toward the interior of the oligomer results in a decrease in the longest wavelength emission maximum and I reduced Stokes shift, and is accompanied by all increase In fluorescence quantum yield.

  DOI：

  10.1021/jo902044a
• 作为产物：
  描述：

  triisopropyl(thieno[3,2-b]thiophen-2-yl)silane 、 (5'''-bromo-2,2':5',2'':5'',2'''-quaterthien-5-yl)(triisopropyl)silane 在 正丁基锂 、 三正丁基氢锡 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 15.0h， 以103 mg的产率得到triisopropyl{5-[5'''-(triisopropylsilyl)-2,2':5',2'':5'',2'''-quaterthien-5-yl]thieno[3,2-b]thien-2-yl}silane
  参考文献：
  名称：

  Thiophene/Thieno[3,2-b]thiophene Co-oligomers: Fused-Ring Analogues of Sexithiophene

  摘要：

  A series of six-ring oligothiophenes containing one to three degrees of ring fusion were assembled by a combination of metal-catalyzed Stifle cross-coupling and oxidative homocoupling reactions. The effect of position and extent of ring fusion on the electronic properties Was Studied by UV-vis absorption and fluorescence spectroscopies, and these data were interpreted in the context of TD-DFT computational analysis. Within each set of regioisomers, a slight red shift is revealed in the onset of the UV-vis absorption spectra when the fused-ring unit is located nearer to the periphery of the oligomer, indicating a narrower HOMO-LUMO gap. Incorporation Of the unit of ring fusion toward the interior of the oligomer results in a decrease in the longest wavelength emission maximum and I reduced Stokes shift, and is accompanied by all increase In fluorescence quantum yield.

  DOI：

  10.1021/jo902044a

文献信息

• Thiophene/Thieno[3,2-<i>b</i>]thiophene Co-oligomers: Fused-Ring Analogues of Sexithiophene
  作者：John T. Henssler、Xinnan Zhang、Adam J. Matzger

  DOI：10.1021/jo902044a

  日期：2009.12.4

  A series of six-ring oligothiophenes containing one to three degrees of ring fusion were assembled by a combination of metal-catalyzed Stifle cross-coupling and oxidative homocoupling reactions. The effect of position and extent of ring fusion on the electronic properties Was Studied by UV-vis absorption and fluorescence spectroscopies, and these data were interpreted in the context of TD-DFT computational analysis. Within each set of regioisomers, a slight red shift is revealed in the onset of the UV-vis absorption spectra when the fused-ring unit is located nearer to the periphery of the oligomer, indicating a narrower HOMO-LUMO gap. Incorporation Of the unit of ring fusion toward the interior of the oligomer results in a decrease in the longest wavelength emission maximum and I reduced Stokes shift, and is accompanied by all increase In fluorescence quantum yield.