3-(2,5-bis(trimethylsilyl)thiophene-3-yl)-2,5-bis(trimethylsilyl)thiophene | 1361341-08-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3-(2,5-bis(trimethylsilyl)thiophene-3-yl)-2,5-bis(trimethylsilyl)thiophene
• 英文别名: [3-[2,5-Bis(trimethylsilyl)thiophen-3-yl]-5-trimethylsilylthiophen-2-yl]-trimethylsilane
• CAS: 1361341-08-3
• 化学式: C₂₀H₃₈S₂Si₄
• 分子量: 454.996
• InChiKey: BDGHRHXQYWUXHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.66
• 重原子数：
  26
• 可旋转键数：
  5
• 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

• 作为产物：
  描述：

  4,4'-dibromo-2,2',5,5'-tetrakis(trimethylsilyl)-3,3'-bithiophene 在 叔丁基锂 作用下， 以 乙醚 为溶剂， 反应 14.0h， 以79.2%的产率得到3-(2,5-bis(trimethylsilyl)thiophene-3-yl)-4-bromo-2,5-bis(trimethylsilyl)thiophene
  参考文献：
  名称：

  Synthesis of Dithieno[2,3-b:4′,3′-d]siloles and Their Selective Bromination

  摘要：

  The efficient synthesis of novel unsymmetrical dithienosiloles, 7,7-dimethyl-4,6-di(trimethylslyl)-dithieno[2,3-b:4',3'-d]silole (1) and 7,7-dimethyl-2,4,6-tri(trimethylsilyl)-dithieno[2,3-b:4',3'-d]silole (2) has been developed by intramolecular silole formation with 4,4'-dibromo-2,2',5,5'-tetrakis(trimethylsilyl)-[3,3']bithienyl (3) as the starting material in the presence of t-BuLi. Upon treatment with N-bromosuccinimide (NBS) under controlled conditions, dithieno[2,3-b:4',3'-d]silole was selectively brominated to produce mono-, di-, and tribrominated dithieno[2,3-b:4',3'-d]siloles in good yields. The crystal structures of the title compounds are described.

  DOI：

  10.1021/jo202111z