2-[5-(5-Bromo-3-hexylthiophen-2-yl)-4-hexylthiophen-2-yl]ethynyl-trimethylsilane | 609771-54-2

• 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: 2-[5-(5-Bromo-3-hexylthiophen-2-yl)-4-hexylthiophen-2-yl]ethynyl-trimethylsilane
• CAS: 609771-54-2
• 化学式: C₂₅H₃₇BrS₂Si
• 分子量: 509.69
• InChiKey: UAAOJIDDTYELTQ-UHFFFAOYSA-N

物化性质

• 沸点：
  533.0±50.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.71
• 重原子数：
  29
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[5-(5-Bromo-3-hexylthiophen-2-yl)-4-hexylthiophen-2-yl]ethynyl-trimethylsilane 在 sodium carbonate 作用下， 以 甲醇 、 正己烷 为溶剂， 生成 5-bromo-5'-ethynyl-3,3'-dihexyl-2,2'-bithiophene
  参考文献：
  名称：

  Orientation and Substituent Effects on the Properties of the Diacetylene-Group Connected Octaethylporphyrin–Dihexylbithiophene Derivatives (OEP–DHBTh–X) Carrying Electron-Withdrawing Groups

  摘要：

  合成了连接有二炔基链的八乙基卟啉-二己基二噻苯（OEP-DHBTh）异构体，末端附有不同的电子吸引取代基X。研究了DHBTh方向和X取代基对OEP-DHBTh-X（X = H, Br, CN, CHO和NO2）性质的影响，并与相关OEP衍生物进行了比较。

  DOI：

  10.1246/bcsj.80.371
• 作为产物：
  描述：

  5,5'-二溴-3,3'-二己基-2,2'-并噻吩 、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 二异丙胺 作用下， 生成 2-[5-(5-Bromo-3-hexylthiophen-2-yl)-4-hexylthiophen-2-yl]ethynyl-trimethylsilane
  参考文献：
  名称：

  Orientation and Substituent Effects on the Properties of the Diacetylene-Group Connected Octaethylporphyrin–Dihexylbithiophene Derivatives (OEP–DHBTh–X) Carrying Electron-Withdrawing Groups

  摘要：

  合成了连接有二炔基链的八乙基卟啉-二己基二噻苯（OEP-DHBTh）异构体，末端附有不同的电子吸引取代基X。研究了DHBTh方向和X取代基对OEP-DHBTh-X（X = H, Br, CN, CHO和NO2）性质的影响，并与相关OEP衍生物进行了比较。

  DOI：

  10.1246/bcsj.80.371

文献信息

• Syntheses and electronic properties of the nickel and palladium complexes of the octaethylporphyrin(M1)–(dihexylbithiophene) n –octaethylporphyrin(M2) system [OEP(M1)–(DHBTh) n –OEP(M2)] connected with the diacetylene linkage. A methodology for molecular design of the particular electronic structure
  作者：Naoto Hayashi、Miho Murayama、Kazumine Mori、Akihito Matsuda、Emiko Chikamatsu、Keita Tani、Keiko Miyabayashi、Mikio Miyake、Hiroyuki Higuchi

  DOI：10.1016/j.tet.2004.04.064

  日期：2004.7

  The palladium complexes of highly extended pi-electronic conjugation system, octaethyl porphyrin (Pd)-(dihexylbithiophene)(n)-octaethylporphyrin(Pd) [OEP(Pd)-(DHBTh)(n)-OEP(Pd), n=1-6], were synthesized, in which all the chromophores are connected with diacetylene linkage. The unsymmetrical derivatives of OEP(Ni)-DHBTh-OEP(Pd) were also successfully synthesized. Electronic properties of these symmetrical and unsymmetrical complexes were conclusively described, as compared with those of OEP(Ni)(DHBTh)(n)-OEP(Ni). Based on the structure elements, a methodical guiding principle for molecular design of the particular electronic structure will be proposed. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis and properties of unsymmetrically extended π-electronic conjugation system of octaethylporphyrin(Ni)–dihexybithiophene–octaethylporphyrin(Pd) connected with diacetylene linkage
  作者：Naoto Hayashi、Akihito Matsuda、Emiko Chikamatsu、Kazumine Mori、Hiroyuki Higuchi

  DOI：10.1016/s0040-4039(03)01839-2

  日期：2003.9

  Orientational isomers of the diacetylene-group connected dihexybithiophene (DHBTh) derivatives have been synthesized. in which the different octaethylporphyrin (OEP(M): M=Ni or Pd) rings are attached at the ends. Reflecting the unsymmetrical structural feature, the peculiar electronic properties of the extended OEP(Ni)-DHBTh-OEP(Pd) system were observed. (C) 2003 Elsevier Ltd. All rights reserved.