p-di(1,1,2,2-tetramethyldisilanyl)benzene | 1236163-36-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: p-di(1,1,2,2-tetramethyldisilanyl)benzene
• 英文别名: Dimethylsilyl-[4-[dimethylsilyl(dimethyl)silyl]phenyl]-dimethylsilane；dimethylsilyl-[4-[dimethylsilyl(dimethyl)silyl]phenyl]-dimethylsilane
• CAS: 1236163-36-2
• 化学式: C₁₄H₃₀Si₄
• 分子量: 310.734
• InChiKey: BBCNQOWEGGXRKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  p-di(1,1,2,2-tetramethyldisilanyl)benzene 、 1-己炔 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 70.0h， 以6%的产率得到1,1,2,2-tetramethyl-1-phenyldisilane
  参考文献：
  名称：

  AlCl₃-Catalyzed Hydrosilylation of Alkynes with Hydropolysilanes

  摘要：

  AlCl3 catalyzes addition reactions of hydrooliuosilanes (H(SiMe2)(n) R; n = 2-4, R = H, Me, Ph) with 1-decyne and other alkynes under mild conditions. In most reactions the Si Si bonds remain intact to form anticipated products in fair to excellent yields, although Si-Ph bonds appear to be cleaved partially under the conditions. Arylethynes tend to form abnormal products due to Si-Si bond scission, but at a low temperature, the addition reaction proceeds normally. The reaction of 1,2-dihydrotetramethyldisilane with 1-decyne furnishes 1,2-didecenyldisilane, 1,3-didecenyltrisilane, and other byproducts at 0 degrees C, while the reaction run at a lower temperature proceeds cleanly. 1,3-Dihydrohexamethyltrisilane reacts more cleanly even at 0 degrees C. The reaction of pentamethyldisilane with 1,6-heptadiyne proceeds in a different direction, leading to cyclization. 1,7-Octadiyne reacts with 1,3-dihydrohexamethyltrisilane to give a polymeric material. The reaction of 1,2,3-trihydropentamethyltrisilane or poly(phenylsilylene) with 1-dectyne proceeds cleanly without perceptible Si-Si bond cleavage.

  DOI：

  10.1021/om100376d
• 作为产物：
  描述：

  二甲基一氯硅烷 、 1,4-双(二甲基氯甲硅烷基)苯 在 四丁基高氯酸铵 作用下， 以 四氢呋喃 为溶剂， 以50 %的产率得到p-di(1,1,2,2-tetramethyldisilanyl)benzene
  参考文献：
  名称：

  从氯硅烷合成乙硅烷和低聚硅烷的电化学策略**

  摘要：

  Si−Si键的形成是有机合成中的一个重要转变。在此，我们提出了一种统一的电化学策略，用于从容易获得的氯硅烷中高效、选择性地合成乙硅烷、低聚硅烷和环硅烷——它们是合成功能性有机化合物和聚合化合物的重要前体。

  DOI：

  10.1002/anie.202303592

文献信息

• AlCl₃-Catalyzed Hydrosilylation of Alkynes with Hydropolysilanes
  作者：Nobu Kato、Yusuke Tamura、Taigo Kashiwabara、Takanobu Sanji、Masato Tanaka

  DOI：10.1021/om100376d

  日期：2010.11.8

  AlCl3 catalyzes addition reactions of hydrooliuosilanes (H(SiMe2)(n) R; n = 2-4, R = H, Me, Ph) with 1-decyne and other alkynes under mild conditions. In most reactions the Si Si bonds remain intact to form anticipated products in fair to excellent yields, although Si-Ph bonds appear to be cleaved partially under the conditions. Arylethynes tend to form abnormal products due to Si-Si bond scission, but at a low temperature, the addition reaction proceeds normally. The reaction of 1,2-dihydrotetramethyldisilane with 1-decyne furnishes 1,2-didecenyldisilane, 1,3-didecenyltrisilane, and other byproducts at 0 degrees C, while the reaction run at a lower temperature proceeds cleanly. 1,3-Dihydrohexamethyltrisilane reacts more cleanly even at 0 degrees C. The reaction of pentamethyldisilane with 1,6-heptadiyne proceeds in a different direction, leading to cyclization. 1,7-Octadiyne reacts with 1,3-dihydrohexamethyltrisilane to give a polymeric material. The reaction of 1,2,3-trihydropentamethyltrisilane or poly(phenylsilylene) with 1-dectyne proceeds cleanly without perceptible Si-Si bond cleavage.
• An Electrochemical Strategy to Synthesize Disilanes and Oligosilanes from Chlorosilanes**
  作者：Weiyang Guan、Lingxiang Lu、Qifeng Jiang、Alexandra F. Gittens、Yi Wang、Luiz F. T. Novaes、Rebekka S. Klausen、Song Lin

  DOI：10.1002/anie.202303592

  日期：2023.6.26

  Si−Si bonds is an important transformation in organic synthesis. Herein, we present a unified electrochemical strategy for the efficient and selective synthesis of disilanes, oligosilanes, and cyclosilanes—which are important precursors for the synthesis of functional organic and polymeric compounds—from readily available chlorosilanes.

  Si−Si键的形成是有机合成中的一个重要转变。在此，我们提出了一种统一的电化学策略，用于从容易获得的氯硅烷中高效、选择性地合成乙硅烷、低聚硅烷和环硅烷——它们是合成功能性有机化合物和聚合化合物的重要前体。