[(E)-2-[4-[(E)-2-[dimethyl-(5-thiophen-2-ylthiophen-2-yl)silyl]ethenyl]phenyl]ethenyl]-dimethyl-(5-thiophen-2-ylthiophen-2-yl)silane | 1289423-75-1

• 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: [(E)-2-[4-[(E)-2-[dimethyl-(5-thiophen-2-ylthiophen-2-yl)silyl]ethenyl]phenyl]ethenyl]-dimethyl-(5-thiophen-2-ylthiophen-2-yl)silane
• CAS: 1289423-75-1
• 化学式: C₃₀H₃₀S₄Si₂
• 分子量: 575.003
• InChiKey: WJJPTGOYEUOIMZ-KSTNYAOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-溴-2,2-双噻吩 在 氯化(双三环己基膦)(一氧化碳)(氢)钌 、 magnesium 、 1,2-二溴乙烷 作用下， 以 四氢呋喃 、 癸烷 、 甲苯 为溶剂， 反应 48.0h， 生成 [(E)-2-[4-[(E)-2-[dimethyl-(5-thiophen-2-ylthiophen-2-yl)silyl]ethenyl]phenyl]ethenyl]-dimethyl-(5-thiophen-2-ylthiophen-2-yl)silane
  参考文献：
  名称：

  Highly stereoselective synthesis of novel trans-thiophenylene-silylene-vinylene-arylene molecular and macromolecular compounds

  摘要：

  Novel stereoregular molecular compounds 8-13 containing thiophenylene-silylene-vinylene-phenylene units have been synthesised via highly effective silylative coupling of styrene and 1,4-divinylbenzene (7) with respective vinylsilylthiophenes (3, 4) and bis(vinylsilyl) thiophenes (5, 6) catalyzed by RuHClCO (PCy(3))(2). Respective copolymers (14, 15) were produced via silylative copolycondensation of 5 and 6 with 7. All products were isolated and characterised by NMR, MS, HRMS and two of them 10 and 11 by X-ray method. Catalytic study as well as stoichiometric reactions of Ru-H (1) with 2-(vinylsilyl) thiophene (3) and Ru-Si (16) with styrene confirmed the mechanism of the silylative coupling olefins with vinylsilicon compounds. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.01.020

文献信息

• Highly stereoselective synthesis of novel trans-thiophenylene-silylene-vinylene-arylene molecular and macromolecular compounds
  作者：Monika Ludwiczak、Mariusz Majchrzak、Bogdan Marciniec、Maciej Kubicki

  DOI：10.1016/j.jorganchem.2011.01.020

  日期：2011.4

  Novel stereoregular molecular compounds 8-13 containing thiophenylene-silylene-vinylene-phenylene units have been synthesised via highly effective silylative coupling of styrene and 1,4-divinylbenzene (7) with respective vinylsilylthiophenes (3, 4) and bis(vinylsilyl) thiophenes (5, 6) catalyzed by RuHClCO (PCy(3))(2). Respective copolymers (14, 15) were produced via silylative copolycondensation of 5 and 6 with 7. All products were isolated and characterised by NMR, MS, HRMS and two of them 10 and 11 by X-ray method. Catalytic study as well as stoichiometric reactions of Ru-H (1) with 2-(vinylsilyl) thiophene (3) and Ru-Si (16) with styrene confirmed the mechanism of the silylative coupling olefins with vinylsilicon compounds. (C) 2011 Elsevier B.V. All rights reserved.