3-trimethylstannyl-6-trimethylsilyl-9-n-butylcarbazole | 1314589-21-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-trimethylstannyl-6-trimethylsilyl-9-n-butylcarbazole
• CAS: 1314589-21-3
• 化学式: C₂₂H₃₃NSiSn
• 分子量: 458.306
• InChiKey: LLPLSIQVCJAXTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.69
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  4.93
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-trimethylstannyl-6-trimethylsilyl-9-n-butylcarbazole 在 甲氧基三甲基硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 97.0h， 生成
  参考文献：
  名称：

  Synthesis and Characterization of Luminescent Polystyrene Derivatives with Sterically Protected Fluorenyl- and Carbazolylborane Moieties

  摘要：

  Polystyrene was functionalized with luminescent fluorenyl- and carbazolylborane pendant moieties. Because of an interaction of the empty p orbital on boron with the extended pi-systems of fluorene or carbazole, the resulting polymeric materials exhibit intense blue emission with maxima in the range 390-420 nm. The solution quantum yields were 65% for the fluorene derivative and 68 and 11% for two different carbazole derivatives, respectively. The stability of the borylated polymers was enhanced by attachment of a bulky triisopropylphenyl group to each of the boron centers. Thus, the polymers were found to be stable for a period of over 1 month. Thermal stability up to ca. 250 degrees C was confirmed by thermogravimetric analysis.

  DOI：

  10.1021/ma200358s
• 作为产物：
  描述：

  3-bromo-6-trimethylsilyl-9-n-butylcarbazole 、 三甲基氯化锡 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 以76%的产率得到3-trimethylstannyl-6-trimethylsilyl-9-n-butylcarbazole
  参考文献：
  名称：

  Synthesis and Characterization of Luminescent Polystyrene Derivatives with Sterically Protected Fluorenyl- and Carbazolylborane Moieties

  摘要：

  Polystyrene was functionalized with luminescent fluorenyl- and carbazolylborane pendant moieties. Because of an interaction of the empty p orbital on boron with the extended pi-systems of fluorene or carbazole, the resulting polymeric materials exhibit intense blue emission with maxima in the range 390-420 nm. The solution quantum yields were 65% for the fluorene derivative and 68 and 11% for two different carbazole derivatives, respectively. The stability of the borylated polymers was enhanced by attachment of a bulky triisopropylphenyl group to each of the boron centers. Thus, the polymers were found to be stable for a period of over 1 month. Thermal stability up to ca. 250 degrees C was confirmed by thermogravimetric analysis.

  DOI：

  10.1021/ma200358s

文献信息

• Versatile Design Principles for Facile Access to Unstrained Conjugated Organoborane Macrocycles
  作者：Pangkuan Chen、Xiaodong Yin、Nurcan Baser-Kirazli、Frieder Jäkle

  DOI：10.1002/anie.201503219

  日期：2015.9.7

  reactions under high dilution conditions. The resulting monodisperse macrocycles provide important insights into the design principles necessary for the preparation of new unstrained macrocycles with interesting optical and electronic characteristics. The current research also offers a more general approach to conjugated ambipolar B/N macrocycles as a promising new family of (opto)electronic materials.

  开发了一种简便且通用的方法来访问双极性含硼大环化合物。给出了新的共轭环状基序的两个例子，咔唑部分作为供体，硼烷部分作为嵌入环系统的受体。他们首先使用计算方法进行了预测。确定了具有适当形状的π共轭桥的可能目标，这些共轭桥使总环应变最小，并通过DFT方法优化了其几何形状。然后在高稀释条件下使用有机金属缩合反应完成了合成演示。所得的单分散大环化合物对制备具有有趣的光学和电子特性的新的非应变大环化合物所需的设计原理提供了重要见解。