Br2BC13H6Me2BBr2 | 1300617-86-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: Br2BC13H6Me2BBr2
• CAS: 1300617-86-0
• 化学式: C₁₅H₁₂B₂Br₄
• 分子量: 533.498
• InChiKey: XCYYVQQIGFXVLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  2-trimethylsilyl-7-trimethylstannyl-9,9-dimethylfluorene 、 Br2BC13H6Me2BBr2 以 二氯甲烷 为溶剂， 生成 (((9,9-dimethyl-9H-fluorene-2,7-diyl)bis(bromoboranediyl))bis(9,9-dimethyl-9H-fluorene-7,2-diyl))bis(trimethylsilane)
  参考文献：
  名称：

  Applying the Oligomer Approach to Luminescent Conjugated Organoboranes

  摘要：

  A series of highly luminescent monodisperse fluoreneborane oligomers (n = 1-6) were prepared using a new iterative synthetic procedure that takes advantage of the highly selective and differential reactivity of bromoboranes with arylsilanes and arylstannanes. Cyclic and square wave voltammetry revealed a gradual decrease of the LUMO energy levels with increasing chain length, while absorption and emission data showed a bathochromic shift and increase in quantum efficiency. An extended conjugation length of n(ECL) = S was derived.

  DOI：

  10.1021/ja201436a
• 作为产物：
  描述：

  2,7-二溴-9,9-二甲基芴 在 正丁基锂 、 四甲基乙二胺 、 三溴化硼 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 Br2BC13H6Me2BBr2
  参考文献：
  名称：

  Applying the Oligomer Approach to Luminescent Conjugated Organoboranes

  摘要：

  A series of highly luminescent monodisperse fluoreneborane oligomers (n = 1-6) were prepared using a new iterative synthetic procedure that takes advantage of the highly selective and differential reactivity of bromoboranes with arylsilanes and arylstannanes. Cyclic and square wave voltammetry revealed a gradual decrease of the LUMO energy levels with increasing chain length, while absorption and emission data showed a bathochromic shift and increase in quantum efficiency. An extended conjugation length of n(ECL) = S was derived.

  DOI：

  10.1021/ja201436a

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。