4-Butyl-2-(4-butyl-5-pyridin-4-yl-1,3-thiazol-2-yl)-5-pyridin-4-yl-1,3-thiazole | 1421863-24-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-Butyl-2-(4-butyl-5-pyridin-4-yl-1,3-thiazol-2-yl)-5-pyridin-4-yl-1,3-thiazole
• 英文别名: 4-butyl-2-(4-butyl-5-pyridin-4-yl-1,3-thiazol-2-yl)-5-pyridin-4-yl-1,3-thiazole
• CAS: 1421863-24-2
• 化学式: C₂₄H₂₆N₄S₂
• 分子量: 434.629
• InChiKey: XIAZBCHMSUOKMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4,4'-dibutyl-2,2'-bithiazole 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 caesium carbonate 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 52.0h， 生成 4-Butyl-2-(4-butyl-5-pyridin-4-yl-1,3-thiazol-2-yl)-5-pyridin-4-yl-1,3-thiazole
  参考文献：
  名称：

  Coplanar Bithiazole-Centered Heterocyclic Aromatic Fluorescent Compounds Having Different Donor/Acceptor Terminal Groups

  摘要：

  A family of stable and soluble bithiazole-centered heterocyclic aromatic fluorescent compounds is described herein. All these multiple N-donor containing compounds have effective pi-conjugated systems and different imidazole, pyridine, thiophene, triphenylamino, benzoic acid, and ethyl benzoate tails showing distinguishable D-A-A-D and A-A-A-A structures. X-ray single-crystal structures of seven compounds indicate that all of the bithiazole cores have the same trans coplanar configuration but exhibit different dihedral angles with their adjacent aromatic heterocycles (4.5(6)-69.7(3)degrees). Optical and electrochemical results demonstrate that the TPA-terminated bithiazole compound 2TPA2TZ has yellow fluorescence and reversible redox activity as well as extraordinarily high thermal stability. Theoretical and experimental studies have been made to reveal the differences from related compounds with adjustable electronic properties. The internal reorganization energy (lambda) studies have been carried out to indicate the differences between the bithiazole-based derivatives and the corresponding bithiophene-based counterparts.

  DOI：

  10.1021/jo302706t

文献信息

• Coplanar Bithiazole-Centered Heterocyclic Aromatic Fluorescent Compounds Having Different Donor/Acceptor Terminal Groups
  作者：Tao Tao、Yu-Xin Peng、Wei Huang、Xiao-Zeng You

  DOI：10.1021/jo302706t

  日期：2013.3.15

  A family of stable and soluble bithiazole-centered heterocyclic aromatic fluorescent compounds is described herein. All these multiple N-donor containing compounds have effective pi-conjugated systems and different imidazole, pyridine, thiophene, triphenylamino, benzoic acid, and ethyl benzoate tails showing distinguishable D-A-A-D and A-A-A-A structures. X-ray single-crystal structures of seven compounds indicate that all of the bithiazole cores have the same trans coplanar configuration but exhibit different dihedral angles with their adjacent aromatic heterocycles (4.5(6)-69.7(3)degrees). Optical and electrochemical results demonstrate that the TPA-terminated bithiazole compound 2TPA2TZ has yellow fluorescence and reversible redox activity as well as extraordinarily high thermal stability. Theoretical and experimental studies have been made to reveal the differences from related compounds with adjustable electronic properties. The internal reorganization energy (lambda) studies have been carried out to indicate the differences between the bithiazole-based derivatives and the corresponding bithiophene-based counterparts.