2,7-bis-(trimethylsilyl)-9,9-dimethylfluorene | 1300617-80-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2,7-bis-(trimethylsilyl)-9,9-dimethylfluorene
• 英文别名: (9,9-dimethyl-9H-fluorene-2,7-diyl)bis(trimethylsilane)
• CAS: 1300617-80-4
• 化学式: C₂₁H₃₀Si₂
• 分子量: 338.64
• InChiKey: WFKURWHUPDMDLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.08
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  2,7-bis-(trimethylsilyl)-9,9-dimethylfluorene 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到Me3SiC13H6Me2BBr2
  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：

  三甲基氯硅烷 、 2,7-二溴-9,9-二甲基芴 在 正丁基锂 、 四甲基乙二胺 作用下， 以 乙醚 为溶剂， 以67%的产率得到2,7-bis-(trimethylsilyl)-9,9-dimethylfluorene
  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

• Gold-Catalyzed Oxidative Biaryl Cross-Coupling of Organometallics
  作者：Kai Liu、Nian Li、Yunyun Ning、Chengjian Zhu、Jin Xie

  DOI：10.1016/j.chempr.2019.07.023

  日期：2019.10

  without an external base for the synthesis, with excellent functional-group tolerance of asymmetric biaryls. Both coupling partners are readily available, bench-stable, and non-toxic. A broad array of (pseudo)halogenated and borylated coupling partners can be successfully applied to this site-specific biaryl coupling with unprecedented versatility. Its synthetic value has been substantiated by concise preparation

  联芳基亲核试剂之间的偶联（AR δ-：arylboronates或芳基硅烷）和亲电（AR δ+：芳基卤化物）代表了碳-碳键形成的最新技术。这些反应中固有的官能团限制源于钯和镍催化剂对卤素，硼酸酯和碱敏感取代基的高催化反应性。在这里，我们报告了一般的二聚体金催化的芳基硼酸酯和芳基硅烷的氧化交叉偶联反应，而没有用于合成的外部碱，具有不对称联芳基的优异的官能团耐受性。两种偶合剂均易于获得，稳定且无毒。各种各样的（假）卤代和硼化偶合剂可以成功地应用于这种位点特定的联芳基偶合剂，具有前所未有的多功能性。简明地制备几种π共轭有机材料和药效基团已证实了其合成价值。