1,2-bis(3-methoxymethoxyphenyl)-1,1,2,2-tetramethyldisilane | 920978-34-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-bis(3-methoxymethoxyphenyl)-1,1,2,2-tetramethyldisilane
• 英文别名: 1,2-Bis[3-(methoxymethoxy)phenyl]-1,1,2,2-tetramethyldisilane；[3-(methoxymethoxy)phenyl]-[[3-(methoxymethoxy)phenyl]-dimethylsilyl]-dimethylsilane
• CAS: 920978-34-3
• 化学式: C₂₀H₃₀O₄Si₂
• 分子量: 390.627
• InChiKey: YEFJBDDLUGXMHP-UHFFFAOYSA-N

物化性质

• 沸点：
  435.5±45.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-bis(3-methoxymethoxyphenyl)-1,1,2,2-tetramethyldisilane 在 Grubbs catalyst first generation 盐酸 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 5.5h， 生成 (24Z)-2,2,3,3-tetramethyl-9,12,19,22,27,30,37,40-octaoxa-2,3-disilapentacyclo[39.3.1.14,8.013,18.031,36]hexatetraconta-1(44),4,6,8(46),13,15,17,24,31,33,35,41(45),42-tridecaene
  参考文献：
  名称：

  Synthesis of macrocyclic polyethers via Ru complex-catalyzed metathesis cyclization and their use as the ring component of rotaxanes

  摘要：

  Ring closing metathesis of the vinyl group-terminated oligoethers catalyzed by RuCl2(=CHPh)(PCy3)(2) yielded macrocyclic polyethers containing vinylene group. The H-1 and C-13 NMR spectra indicated the presence of C=C double bond (trans/cis = ca. 80:20). The obtained 23-membered cyclic ether reacted with benzyi(anthrylmethl)ammonium hexafluorophosphate to produce the pseudo-rotaxane as colorless crystals. X-ray crystallography revealed N-(HO)-O-... hydrogen bonds and stacking of the aromatic planes between the host and guest molecules, which stabilized the rotaxane structure in the solid state. The H-1 NMR spectra of the solutions containing the macrocyclic polyether and several secondary ammonium salts indicated the formation of pseudo-[2]-rotaxanes. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.09.032
• 作为产物：
  描述：

  1,2-二氯四甲基二硅烷 、 (3-(methoxymethoxy)phenyl)magnesium bromide 以 四氢呋喃 为溶剂， 反应 25.0h， 以44%的产率得到1,2-bis(3-methoxymethoxyphenyl)-1,1,2,2-tetramethyldisilane
  参考文献：
  名称：

  Synthesis of macrocyclic polyethers via Ru complex-catalyzed metathesis cyclization and their use as the ring component of rotaxanes

  摘要：

  Ring closing metathesis of the vinyl group-terminated oligoethers catalyzed by RuCl2(=CHPh)(PCy3)(2) yielded macrocyclic polyethers containing vinylene group. The H-1 and C-13 NMR spectra indicated the presence of C=C double bond (trans/cis = ca. 80:20). The obtained 23-membered cyclic ether reacted with benzyi(anthrylmethl)ammonium hexafluorophosphate to produce the pseudo-rotaxane as colorless crystals. X-ray crystallography revealed N-(HO)-O-... hydrogen bonds and stacking of the aromatic planes between the host and guest molecules, which stabilized the rotaxane structure in the solid state. The H-1 NMR spectra of the solutions containing the macrocyclic polyether and several secondary ammonium salts indicated the formation of pseudo-[2]-rotaxanes. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.09.032

文献信息

• Synthesis of macrocyclic polyethers via Ru complex-catalyzed metathesis cyclization and their use as the ring component of rotaxanes
  作者：Takeshi Umemiya、Daisuke Takeuchi、Kohtaro Osakada

  DOI：10.1016/j.jorganchem.2006.09.032

  日期：2006.12

  Ring closing metathesis of the vinyl group-terminated oligoethers catalyzed by RuCl2(=CHPh)(PCy3)(2) yielded macrocyclic polyethers containing vinylene group. The H-1 and C-13 NMR spectra indicated the presence of C=C double bond (trans/cis = ca. 80:20). The obtained 23-membered cyclic ether reacted with benzyi(anthrylmethl)ammonium hexafluorophosphate to produce the pseudo-rotaxane as colorless crystals. X-ray crystallography revealed N-(HO)-O-... hydrogen bonds and stacking of the aromatic planes between the host and guest molecules, which stabilized the rotaxane structure in the solid state. The H-1 NMR spectra of the solutions containing the macrocyclic polyether and several secondary ammonium salts indicated the formation of pseudo-[2]-rotaxanes. (c) 2006 Elsevier B.V. All rights reserved.