1,3-bis(dimethylphenylsilyl)propane

• 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: 1,3-bis(dimethylphenylsilyl)propane
• 英文别名: 1.3-Bis--propan；2,6-dimethyl-2,6-diphenyl-2,6-disilaheptane；3-[Dimethyl(phenyl)silyl]propyl-dimethyl-phenylsilane
• 化学式: C₁₉H₂₈Si₂
• 分子量: 312.602
• InChiKey: GXMWYQMFHDDQRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.61
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 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：

  三氟甲磺酸 、 1,3-bis(dimethylphenylsilyl)propane 反应 0.25h， 以68%的产率得到1,1,5,5-tetramethyl-1,5-disila-pentane-1,5-diyl bis(trifluoromethanesulfonate)
  参考文献：
  名称：

  Bifunctional Silyl Triflates in Synthesis, Part 1: Synthesis and Characterization of Novel Alkane-α,ω-diyl-bis(silyl triflates)

  摘要：

  We report the preparation of two bifunctional silyl triflates, 1,1,4,4-tetramethyl-1,4-disila-1,4-butanediyl-bis(trifluoromethanesulfonate) and 1,1,5,5-tetramethyl-1,5-disila-1,5-pentanediyl-bis(trifluoromethanesulfonate). Detailed synthetic procedures and characterization data are described.

  DOI：

  10.1080/00397910903318724
• 作为产物：
  描述：

  甲基氯 在 dihydrogen hexachloroplatinate 作用下， 生成 1,3-bis(dimethylphenylsilyl)propane
  参考文献：
  名称：

  Infrared absorption spectra of 1,1-substituted silicacyclobutanes, silicacyclopentanes, and the corresponding polymers

  摘要：

  DOI：

  10.1007/bf01083790

文献信息

• Bench-Stable Stock Solutions of Silicon Grignard Reagents: Application to Iron- and Cobalt-Catalyzed Radical C(sp³ )-Si Cross-Coupling Reactions
  作者：Weichao Xue、Ryosuke Shishido、Martin Oestreich

  DOI：10.1002/anie.201807640

  日期：2018.9.10

  the preparation of silicon‐based magnesium reagents is reported. The MgBr2 used in the lithium‐to‐magnesium transmetalation step is generated in situ from 1,2‐dibromoethane and elemental magnesium in hot THF. No precipitation of MgBr2 occurs in the heat, and transmetalation at elevated temperature leads to homogeneous stock solutions of the silicon Grignard reagents that are stable and storable in the

  据报道，一种可靠的制备硅基镁试剂的方法。锂到镁的过渡金属化步骤中使用的MgBr 2是由1,2-二溴乙烷和元素镁在热THF中原位生成的。加热过程中不会发生MgBr 2的沉淀，并且在高温下的金属转移会导致硅格氏试剂的均质储备溶液，该溶液在冰箱中稳定且可储存。该方法避免了制备硅原核试剂，例如Si-Si和Si-B试剂。新的格氏试剂被用于前所未有的铁和钴催化的未活化烷基溴的交叉偶联反应。这些镁试剂的官能团耐受性极佳。
• Visible-Light-Mediated Metal-Free Hydrosilylation of Alkenes through Selective Hydrogen Atom Transfer for Si−H Activation
  作者：Rong Zhou、Yi Yiing Goh、Haiwang Liu、Hairong Tao、Lihua Li、Jie Wu

  DOI：10.1002/anie.201711250

  日期：2017.12.22

  Although there has been significant progress in the development of transition‐metal‐catalyzed hydrosilylations of alkenes over the past several decades, metal‐free hydrosilylation is still rare and highly desirable. Herein, we report a convenient visible‐light‐driven metal‐free hydrosilylation of both electron‐deficient and electron‐rich alkenes that proceeds through selective hydrogen atom transfer

  尽管在过去的几十年中，烯烃在过渡金属催化的氢化硅烷化的开发方面已取得了重大进展，但无金属的氢化硅烷化仍然十分罕见，因此非常值得期待。在此，我们报道了通过缺氧和富电子烯烃的便捷的可见光驱动的无金属氢化硅烷化反应，该过程通过选择性氢原子转移进行Si​​-H活化而进行。有机光氧化还原催化剂4CzIPN与奎宁环烯-3-乙酸基酯的协同结合能够通过选择性Si-H活化实现缺电子烯烃的氢化硅烷化，而富电子烯烃的氢化硅烷化则是通过合并光氧化还原和极性反转催化来实现的。
• Direct synthesis of alkylsilanes by platinum-catalyzed coupling of hydrosilanes and iodoalkanes
  作者：Hikaru Inubushi、Hitoshi Kondo、Aldes Lesbani、Mariko Miyachi、Yoshinori Yamanoi、Hiroshi Nishihara

  DOI：10.1039/c2cc35150a

  日期：——

  Alkyl iodides and tertiary silanes were successfully coupled with good functional group tolerance using a Pt(P(tBu)3)2/(iPr)2EtN/CH3CN system. The utility of the methodology is demonstrated by the synthesis of silafluofen, a Si-containing insecticide.

  使用Pt(P(tBu)3)2/(iPr)2EtN/CH3CN体系，烷基碘和三级硅烷成功地进行了偶联反应，对官能团具有良好的耐受性。通过对含有硅元素的杀虫剂Silafluofen的合成，证明了该方法的实用性。
• Infrared absorption spectra of 1,1-substituted silicacyclobutanes, silicacyclopentanes, and the corresponding polymers
  作者：N. S. Nametkin、V. D. Oppengeim、V. I. Zav'yalov、K. S. Pushchevaya、V. M. Vdovin

  DOI：10.1007/bf01083790

  日期：1965.9
• Bifunctional Silyl Triflates in Synthesis, Part 1: Synthesis and Characterization of Novel Alkane-<font>α</font>,<font>ω</font>-diyl-bis(silyl triflates)
  作者：Thomas Baker、Simon E. Lewis

  DOI：10.1080/00397910903318724

  日期：2010.8.16

  We report the preparation of two bifunctional silyl triflates, 1,1,4,4-tetramethyl-1,4-disila-1,4-butanediyl-bis(trifluoromethanesulfonate) and 1,1,5,5-tetramethyl-1,5-disila-1,5-pentanediyl-bis(trifluoromethanesulfonate). Detailed synthetic procedures and characterization data are described.