3,8,13-tri(2-thiophenyl)-5,10,15-tributyltriindole | 1402355-64-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,8,13-tri(2-thiophenyl)-5,10,15-tributyltriindole
• 英文别名: 9,18,27-Tributyl-5,14,23-trithiophen-2-yl-9,18,27-triazaheptacyclo[18.7.0.02,10.03,8.011,19.012,17.021,26]heptacosa-1(20),2(10),3(8),4,6,11(19),12(17),13,15,21(26),22,24-dodecaene；9,18,27-tributyl-5,14,23-trithiophen-2-yl-9,18,27-triazaheptacyclo[18.7.0.02,10.03,8.011,19.012,17.021,26]heptacosa-1(20),2(10),3(8),4,6,11(19),12(17),13,15,21(26),22,24-dodecaene
• CAS: 1402355-64-9
• 化学式: C₄₈H₄₅N₃S₃
• 分子量: 760.103
• InChiKey: KQTACBPLLPUTPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.8
• 重原子数：
  54
• 可旋转键数：
  12
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  99.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-丁基-1H-吲哚-2,3-二酮 在 四(三苯基膦)钯 、 mercury(II) oxide 、 碘 、 potassium carbonate 、 一水合肼 、 三氯氧磷 作用下， 以 四氢呋喃 、 四氯化碳 、 乙醇 、 水 为溶剂， 反应 78.0h， 生成 3,8,13-tri(2-thiophenyl)-5,10,15-tributyltriindole
  参考文献：
  名称：

  Thiophene-functionalized octupolar triindoles: Synthesis and photophysical properties

  摘要：

  Two thiophene-functionalized octupolar triindole molecules were synthesized through Suzuki and Sonogashira cross-coupling reactions. Their photophysical and electrochemical properties were explored. The spectroscopic data demonstrate that triindole is an excellent rich electronic central donor for building octupolar optoelectronic molecules and possesses excellent luminescent properties. Thiophenylethynyl substituted triindole compound 3,8,13-tri(2-thiophenylethynyl)-5,10,15-tributyltriindole forms an intermolecular aggregation induced by pi-pi stacking from the rigid coplanar molecular scaffold. The redox curves and results of theoretical calculation imply that the two compounds have low ionization potential and low E-1/2 (oxd) which may be originated from the high electronic density of both triindole and thiophene groups. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.08.008

文献信息

• Thiophene-functionalized octupolar triindoles: Synthesis and photophysical properties
  作者：Mao-Sen Yuan、Tian-Bao Li、Wen-Ji Wang、Zhen-Ting Du、Jun-Ru Wang、Qi Fang

  DOI：10.1016/j.saa.2012.08.008

  日期：2012.10

  Two thiophene-functionalized octupolar triindole molecules were synthesized through Suzuki and Sonogashira cross-coupling reactions. Their photophysical and electrochemical properties were explored. The spectroscopic data demonstrate that triindole is an excellent rich electronic central donor for building octupolar optoelectronic molecules and possesses excellent luminescent properties. Thiophenylethynyl substituted triindole compound 3,8,13-tri(2-thiophenylethynyl)-5,10,15-tributyltriindole forms an intermolecular aggregation induced by pi-pi stacking from the rigid coplanar molecular scaffold. The redox curves and results of theoretical calculation imply that the two compounds have low ionization potential and low E-1/2 (oxd) which may be originated from the high electronic density of both triindole and thiophene groups. (C) 2012 Elsevier B.V. All rights reserved.