[5-[Dimethyl(2-phenylethynyl)silyl]-1,1-dimethyl-3,4-diphenylsilol-2-yl]-(4-phenylphenyl)methanol | 1171854-91-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: [5-[Dimethyl(2-phenylethynyl)silyl]-1,1-dimethyl-3,4-diphenylsilol-2-yl]-(4-phenylphenyl)methanol
• 英文别名: [5-[dimethyl(2-phenylethynyl)silyl]-1,1-dimethyl-3,4-diphenylsilol-2-yl]-(4-phenylphenyl)methanol
• CAS: 1171854-91-3
• 化学式: C₄₁H₃₈OSi₂
• 分子量: 602.923
• InChiKey: INRPXQZGMAJBGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.93
• 重原子数：
  44
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (1,4-diiodo-2,3-diphenylbuta-1,3-diene-1,4-diyl)bis(dimethyl(phenylethynyl)silane) 、 对苯基苯甲醛 在 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 2.5h， 以85%的产率得到[5-[Dimethyl(2-phenylethynyl)silyl]-1,1-dimethyl-3,4-diphenylsilol-2-yl]-(4-phenylphenyl)methanol
  参考文献：
  名称：

  Synthesis of functionalized siloles from Si-tethered diynes

  摘要：

  A new synthetic itinerary to silole from Si-tethered diynes is reported. In this protocol, the Si-tethered diyne manifests definitely the reactivity of monoyne to form the lithio silole via zirconacyclopetadiene, 1,4-diiodo-1,3-butadiene, and the corresponding dilithiodiene successively. Lithio siloles thus obtained above could be easily functionalized to give various types of silole derivatives. Complex structure like bridged bis-silole compounds could also be constructed by this process. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.152

文献信息

• Formation of α-Lithio Siloles from Silylated 1,4-Dilithio-1,3-Butadienes: Mechanism and Applications
  作者：Qian Luo、Chao Wang、Li Gu、Wen-Xiong Zhang、Zhenfeng Xi

  DOI：10.1002/asia.200900287

  日期：2010.5.3

  A full account of a useful transformation from silylated 1,4‐dilithio‐1,3‐butadienes to α‐lithio siloles is described. These lithio siloles formed by this procedure are general, in terms of substitution patterns and synthetic methods, affording diversified silole derivatives. Notably, some structurally complex molecules, such as bridged bis‐silole compounds, have been synthesized easily and successfully

  描述了从甲硅烷基化的1,4-二硫代-1,3-丁二烯向α-硫代甲硅烷的有用转变的完整说明。就取代方式和合成方法而言，通过该方法形成的这些硫代甲硅烷基是一般的，提供了多样化的甲硅烷基衍生物。值得注意的是，通过应用我们的方案，可以轻松，成功地合成一些结构复杂的分子，例如桥联的双硅烷化合物。X射线分析证实了通过两个锂桥采用二聚体形式的α-硫代甲硅烷的结构。此外，提出了通过1-硅烷基-1-硫代烯烃的E / Z异构化和对硅进行亲核攻击的骨架重排的可能机理，并通过实验研究得到了证实。
• Synthesis of functionalized siloles from Si-tethered diynes
  作者：Qian Luo、Li Gu、Chao Wang、Junhui Liu、Wenxiong Zhang、Zhenfeng Xi

  DOI：10.1016/j.tetlet.2009.01.152

  日期：2009.7

  A new synthetic itinerary to silole from Si-tethered diynes is reported. In this protocol, the Si-tethered diyne manifests definitely the reactivity of monoyne to form the lithio silole via zirconacyclopetadiene, 1,4-diiodo-1,3-butadiene, and the corresponding dilithiodiene successively. Lithio siloles thus obtained above could be easily functionalized to give various types of silole derivatives. Complex structure like bridged bis-silole compounds could also be constructed by this process. (C) 2009 Elsevier Ltd. All rights reserved.