N-{[3-bromo-5-(trimethylsilyl)thiophen-2-yl]methylene}cyclohexanamine | 1609732-29-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: N-{[3-bromo-5-(trimethylsilyl)thiophen-2-yl]methylene}cyclohexanamine
• 英文别名: 1-(3-bromo-5-trimethylsilylthiophen-2-yl)-N-cyclohexylmethanimine
• CAS: 1609732-29-7
• 化学式: C₁₄H₂₂BrNSSi
• 分子量: 344.391
• InChiKey: NCTLLFPTKRWREB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-{[3-bromo-5-(trimethylsilyl)thiophen-2-yl]methylene}cyclohexanamine 在 正丁基锂 、 噻吩-2-甲酸亚铜(I) 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 正己烷 为溶剂， 反应 60.75h， 生成 5-(trimethylsilyl)thiophene-2-carbaldehyde
  参考文献：
  名称：

  Comparison of Ullmann/RCM and Ullmann/Bis-hydrazone Coupling Reactions; New Access to Benzodithiophenes for Dye-Sensitized Solar Cell and Thiahelicene Applications

  摘要：

  The use of CuTC (Liebeskind's catalyst), followed by methylenation and ring-closing metathesis, or bis-hydrazone coupling reactions is described. This approach establishes an alternative non-photochemical synthesis of the strategically important 1,2-b:4,3-b' BDT regioisomer, which has previously been underused in applications such as dye-sensitized solar cells and nonlinear optics because of the difficulty of synthesis on a large scale.

  DOI：

  10.1055/s-0033-1340667
• 作为产物：
  描述：

  3-溴噻吩-2-甲醛 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 17.92h， 生成 N-{[3-bromo-5-(trimethylsilyl)thiophen-2-yl]methylene}cyclohexanamine
  参考文献：
  名称：

  Comparison of Ullmann/RCM and Ullmann/Bis-hydrazone Coupling Reactions; New Access to Benzodithiophenes for Dye-Sensitized Solar Cell and Thiahelicene Applications

  摘要：

  The use of CuTC (Liebeskind's catalyst), followed by methylenation and ring-closing metathesis, or bis-hydrazone coupling reactions is described. This approach establishes an alternative non-photochemical synthesis of the strategically important 1,2-b:4,3-b' BDT regioisomer, which has previously been underused in applications such as dye-sensitized solar cells and nonlinear optics because of the difficulty of synthesis on a large scale.

  DOI：

  10.1055/s-0033-1340667