1-(4-methoxyphenyl)-1,1,2,2-tetramethyldisilane | 35107-78-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-methoxyphenyl)-1,1,2,2-tetramethyldisilane
• 英文别名: Dimethylsilyl-(4-methoxyphenyl)-dimethylsilane
• CAS: 35107-78-9
• 化学式: C₁₁H₂₀OSi₂
• 分子量: 224.45
• InChiKey: MXYVEDUSUAAYDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  246.9±32.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.18
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)-1,1,2,2-tetramethyldisilane 、 在 二(三叔丁基膦)钯 、 N,N-二异丙基乙胺 作用下， 以 均三甲苯 为溶剂， 反应 48.0h， 以12%的产率得到
  参考文献：
  名称：

  Disilanylene-bridged BODIPY-based D–σ–A architectures: a novel promising series of NLO chromophores

  摘要：

  一系列新型的二硅杂环戊二烯基基于BODIPY的色团已经被报道。

  DOI：

  10.1039/c8cc04962a
• 作为产物：
  描述：

  1,2-二氯四甲基二硅烷 、 4-甲氧基苯基溴化镁 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以57%的产率得到1-(4-methoxyphenyl)-1,1,2,2-tetramethyldisilane
  参考文献：
  名称：

  Disilanylene-bridged BODIPY-based D–σ–A architectures: a novel promising series of NLO chromophores

  摘要：

  一系列新型的二硅杂环戊二烯基基于BODIPY的色团已经被报道。

  DOI：

  10.1039/c8cc04962a

文献信息

• Bright Solid‐State Emission of Disilane‐Bridged Donor–Acceptor–Donor and Acceptor–Donor–Acceptor Chromophores
  作者：Masaki Shimada、Mizuho Tsuchiya、Ryota Sakamoto、Yoshinori Yamanoi、Eiji Nishibori、Kunihisa Sugimoto、Hiroshi Nishihara

  DOI：10.1002/anie.201509380

  日期：2016.2.24

  The development of disilane‐bridged donor–acceptor–donor (D‐Si‐Si‐A‐Si‐Si‐D) and acceptor–donor–acceptor (A‐Si‐Si‐D‐Si‐Si‐A) compounds is described. Both types of compound showed strong emission (λem=ca. 500 and ca. 400 nm, respectively) in the solid state with high quantum yields (Φ: up to 0.85). Compound 4 exhibited aggregation‐induced emission enhancement in solution. X‐ray diffraction revealed

  描述了乙硅烷桥接的施主-受主-施主（D-Si-Si-A-Si-Si-D）和受主-施主-受主（A-Si-Si-D-Si-Si-A）化合物的开发。两种类型的化合物在固态下均显示出强发射（分别为λem = 500和约400 nm）和高量子产率（Φ：最高0.85）。化合物4在溶液中表现出聚集诱导的发射增强。X射线衍射表明的晶体结构2，4，和12没有分子间π-π相互作用来抑制固态的无辐射跃迁。
• Nuclear magnetic resonance spectra of benzylsilanes and phenyldisilanes
  作者：Frank K. Cartledge、Knut H. Riedel

  DOI：10.1016/s0022-328x(00)88667-2

  日期：1972.1

  of substituted benzyldimethylsilanes (I) and phenyltetramethyldisilanes (II) are reported. 29SiH and 13CH coupling constants are shown to be correlated by Hammett σ constants. The data are discussed in terms of mechanisms of transmission of substituent effects across C—Si and Si—Si bonds. A good Hammett correlation is also found of J(13CH) for the benzylic protons of a series of substituted toluenes

  报告了一系列取代的苄基二甲基硅烷（I）和苯基四甲基二硅烷（II）的NMR光谱数据。29 SiH和13个CH耦合常数被示出为通过哈米特σ常数相关。根据取代基效应跨C-Si和Si-Si键的传递机理来讨论数据。一个良好的相关性哈梅特还发现的Ĵ（13对于一系列取代的甲苯的苄型质子CH）。
• Effects of Substituents on the Blue Luminescence of Disilane-Linked Donor‒Acceptor‒Donor Triads
  作者：Tsukasa Usuki、Kenichiro Omoto、Masaki Shimada、Yoshinori Yamanoi、Hidetaka Kasai、Eiji Nishibori、Hiroshi Nishihara

  DOI：10.3390/molecules24030521

  日期：——

  green fluorescence in CH₂Cl₂ solution and in the solid state. Notably, compound 2 showed fluorescence with an absolute quantum yield of 0.17 in the solid state but showed no fluorescence in CH₂Cl₂. Our findings confirmed that the substituent adjacent to the disilane moiety affects the conformations and emission efficiencies of compounds in solution and in the solid state.

  为了研究取代基对光物理性质的影响，合成了一系列的乙硅烷连接的供体‒受体‒供体三元组（D‒Si‒Si‒A‒Si‒Si‒D）。用我们先前开发的Pd（P（t-Bu）3）/（i-Pr）2 EtN /甲苯系统通过金属催化的芳基碘化物的二碘代硅烷化来制备三单元组。光学测量，X射线衍射分析和密度泛函理论计算揭示了溶液和固态下这些三单元组的光物理性质与分子结构之间的关系。该化合物在CH 2 Cl 2溶液中和固态时发出蓝色至绿色荧光。值得注意的是，化合物2在固体状态下显示出绝对量子产率为0.17的荧光，但在CH 2 Cl 2中没有显示出荧光。
• Optical Properties of Disilane-Bridged Donor–Acceptor Architectures: Strong Effect of Substituents on Fluorescence and Nonlinear Optical Properties
  作者：Masaki Shimada、Yoshinori Yamanoi、Tomonori Matsushita、Takashi Kondo、Eiji Nishibori、Akari Hatakeyama、Kunihisa Sugimoto、Hiroshi Nishihara

  DOI：10.1021/ja511177e

  日期：2015.1.28

  A series of disilane-bridged donor-acceptor architectures 1-9 containing strong electron-donating and -withdrawing substituents were designed and synthesized in acceptable yields. The substituents substantially affected the fluorescence and nonlinear optical properties of the compounds. In the solid state, the compounds showed purple-blue fluorescence (λ(em) = 360-420 nm) with high quantum yields (up to 0.81). Compound 3, which had p-N,N-dimethylamino and o-cyano substituents, exhibited optical second harmonic generation (activity 2.9 times that of urea, calculated molecular hyperpolarizability β = 1.6 × 10(-30) esu) in the powder state. Density functional theory calculations for the ground and excited states indicated that both the locally excited state and the intramolecular charge transfer excited state make important contributions to the luminescence behavior.