tris(4-bromo-3-benzothienyl)borane | 1376607-91-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: tris(4-bromo-3-benzothienyl)borane
• 英文别名: tris(4-bromobenzo[b]thiophen-3-yl)borane；Tris(4-bromo-1-benzothiophen-3-yl)borane
• CAS: 1376607-91-8
• 化学式: C₂₄H₁₂BBr₃S₃
• 分子量: 647.08
• InChiKey: KHYRDWIDJYLYOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.13
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tris(4-bromo-3-benzothienyl)borane 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以7%的产率得到15,21,28-Trithia-18-boraoctacyclo[17.6.1.12,5.110,14.03,18.04,9.022,26.017,27]octacosa-1(26),2,4(9),5,7,10(27),11,13,16,19,22,24-dodecaene
  参考文献：
  名称：

  Polycyclic π-Electron System with Boron at Its Center

  摘要：

  We disclose a new planarized triarylborane in which the tri-coordinated boron atom is embedded in a fully fused polycyclic pi-conjugated skeleton. The compound shows high stability toward oxygen, water, and silica gel, despite the absence of steric protection around the B atom. Reflecting the electron-donating character of the pi-skeleton and the electron-accepting character of the B atom, this compound shows broad absorption bands that cover the entire visible region and a fluorescence in the visible/near-IR region. In addition, this compound shows dramatic property changes upon formation of a tetra-coordinated borate, such as thermochromic behavior in the presence of pyridine.

  DOI：

  10.1021/ja3036042
• 作为产物：
  描述：

  4-bromo-3-iodo-2-(trimethylsilyl)benzo[b]thiophene 在 正丁基锂 、 三氟乙酸 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 2.75h， 生成 tris(4-bromo-3-benzothienyl)borane
  参考文献：
  名称：

  Polycyclic π-Electron System with Boron at Its Center

  摘要：

  We disclose a new planarized triarylborane in which the tri-coordinated boron atom is embedded in a fully fused polycyclic pi-conjugated skeleton. The compound shows high stability toward oxygen, water, and silica gel, despite the absence of steric protection around the B atom. Reflecting the electron-donating character of the pi-skeleton and the electron-accepting character of the B atom, this compound shows broad absorption bands that cover the entire visible region and a fluorescence in the visible/near-IR region. In addition, this compound shows dramatic property changes upon formation of a tetra-coordinated borate, such as thermochromic behavior in the presence of pyridine.

  DOI：

  10.1021/ja3036042