triallyl(4-methoxylphenyl)silane | 647842-35-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: triallyl(4-methoxylphenyl)silane
• 英文别名: triallyl(4-methoxyphenyl)silane；(4-Methoxyphenyl)tri(prop-2-en-1-yl)silane；(4-methoxyphenyl)-tris(prop-2-enyl)silane
• CAS: 647842-35-1
• 化学式: C₁₆H₂₂OSi
• 分子量: 258.436
• InChiKey: UYHKMSCORYZYOG-UHFFFAOYSA-N

物化性质

• 沸点：
  331.5±42.0 °C(Predicted)
• 密度：
  0.91±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  triallyl(4-methoxylphenyl)silane 在 bis(tetrabutylammonium) hexachloroplatinate(IV) 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  Synthesis of palladium(II) complexes of bidentate phosphano ligands with carbosilane substituents

  摘要：

  The synthesis of carbosilane dendrons with bidentate bis(diphenylphosphanomethyl)amino ligands at the focal point and terminal alkyl or dimethylamino end-groups, together with their palladium(II) complexes and a cationic ammonium-quaternized derivative, is described. All compounds were characterized by elemental analysis and NMR spectroscopy (H-1, C-13, P-31 and Si-29). (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.07.032
• 作为产物：
  描述：

  4-甲氧基苯基溴化镁 在 四氯化硅 作用下， 以 乙醚 为溶剂， 反应 12.0h， 生成 triallyl(4-methoxylphenyl)silane
  参考文献：
  名称：

  三烯丙基（芳基）硅烷与芳基溴化物和氯化物的交叉偶联：一种替代的便捷联芳基合成

  摘要：

  在DMSO-H 2 O中存在PdCl 2 / PCy 3和氟化四丁基铵（TBAF）的情况下，多种芳基溴化物与三烯丙基（芳基）硅烷的交叉偶联是有效的，以高收率得到各种联芳基。值得一提的是，全碳取代的芳基硅烷对水分，酸和碱稳定，易于获得，可作为其芳基（卤代）硅烷对应物的高度实用替代品。由[（η的催化剂体系3 -C 3 H ^ 5）的PdCl] 2和2- [2,4,6-（我-Pr）3 c ^ 6 ħ 2 ] -C 6 H ^ 4 PCY2和在THF-H 2 O中使用TBAF·3 H 2 O对于与芳基氯的交叉偶联特别有效。两种催化剂体系均能耐受多种常见的官能团。推测反应的高效率归因于用TBAF·3 H 2 O和适量的水处理后烯丙基的易裂解。二烯丙基（二苯基）硅烷还可以与各种芳基溴化物和氯化物交联，收率很高，而烯丙基（三苯基）硅烷只能以中等收率得到交联产物。通过溴氯苯与不同芳基硅烷的顺序交叉偶联，可

  DOI：

  10.1002/adsc.200404188

文献信息

• Rh-catalyzed 1,4-addition of triallyl(aryl)silanes to α,β-unsaturated carbonyl compounds
  作者：Toshiyuki Kamei、Mizuho Uryu、Toyoshi Shimada

  DOI：10.1016/j.tetlet.2016.03.002

  日期：2016.4

  4-addition of triallyl(aryl)silane to α,β-unsaturated carbonyl compounds was developed. Triallyl(aryl)silanes were used as air- and moisture-stable silicon nucleophiles. Allylsilanes were converted to silanols in situ and underwent transmetalation. This method can accept a wide range of functionalized triallyl(aryl)silane and α,β-unsaturated carbonyl compounds.

  开发了Rh催化的三烯丙基（芳基）硅烷向α，β-不饱和羰基化合物的1,4-加成反应。三烯丙基（芳基）硅烷被用作对空气和水分稳定的硅亲核试剂。将烯丙基硅烷原位转化为硅烷醇并进行金属转移。该方法可以接受各种官能化的三烯丙基（芳基）硅烷和α，β-不饱和羰基化合物。
• A Highly Effective and Practical Biaryl Synthesis with Triallyl(aryl)silanes and Aryl Chlorides
  作者：Akhila K. Sahoo、Yoshiaki Nakao、Tamejiro Hiyama

  DOI：10.1246/cl.2004.632

  日期：2004.5

  A general and convenient approach for the palladium-catalyzed cross-coupling of triallyl(aryl)silanes, stable and easily accessible arylsilanes, with aryl chlorides has been demonstrated. The scope of the reaction is broad and a wide variety of functional groups are tolerant to the present catalyst system.

  已经证明了一种用于钯催化的三烯丙基（芳基）硅烷（稳定且易于获得的芳基硅烷）与芳基氯交叉偶联的通用和方便的方法。该反应的范围很广，并且有多种官能团可以耐受本催化剂体系。
• Triallyl(aryl)silanes serve as a convenient agent for silicon-based cross-coupling reaction of aryl halides
  作者：Yoshiaki Nakao、Takuro Oda、Akhila K. Sahoo、Tamejiro Hiyama

  DOI：10.1016/j.jorganchem.2003.08.041

  日期：2003.12

  Triallyl(aryl)silanes, stable and easily accessible arylsilanes, were found to react with aryl bromides in the presence of a palladium catalyst (PdCl2-PCy3) and tetrabutylammonium fluoride (TBAF) in good yields. The scope of the reaction is broad, and a wide variety of functional groups are tolerant. Allyl groups on Si are readily cleaved upon treatment with TBAF to form fluorosilanes, silanepolyols, siloxanes and/or their mixed forms, which might be responsible for high efficiency of the reaction. (C) 2003 Elsevier B.V. All rights reserved.
• Cross-Coupling of Triallyl(aryl)silanes with Aryl Bromides and Chlorides: An Alternative Convenient Biaryl Synthesis
  作者：Akhila K. Sahoo、Takuro Oda、Yoshiaki Nakao、Tamejiro Hiyama

  DOI：10.1002/adsc.200404188

  日期：2004.12

  give various biaryls in good yields. It is worthwhile to note that the all-carbon-substituted arylsilanes, stable towards moisture, acid, and base and easily accessible, serve as a highly practical alternative to their aryl(halo)silane counterparts. A catalyst system consisting of [(η3-C3H5)PdCl]2 and 2-[2,4,6-(i-Pr)3C6H2]-C6H4PCy2 and use of TBAF⋅3 H2O in THF-H2O are effective especially for the cross-coupling

  在DMSO-H 2 O中存在PdCl 2 / PCy 3和氟化四丁基铵（TBAF）的情况下，多种芳基溴化物与三烯丙基（芳基）硅烷的交叉偶联是有效的，以高收率得到各种联芳基。值得一提的是，全碳取代的芳基硅烷对水分，酸和碱稳定，易于获得，可作为其芳基（卤代）硅烷对应物的高度实用替代品。由[（η的催化剂体系3 -C 3 H ^ 5）的PdCl] 2和2- [2,4,6-（我-Pr）3 c ^ 6 ħ 2 ] -C 6 H ^ 4 PCY2和在THF-H 2 O中使用TBAF·3 H 2 O对于与芳基氯的交叉偶联特别有效。两种催化剂体系均能耐受多种常见的官能团。推测反应的高效率归因于用TBAF·3 H 2 O和适量的水处理后烯丙基的易裂解。二烯丙基（二苯基）硅烷还可以与各种芳基溴化物和氯化物交联，收率很高，而烯丙基（三苯基）硅烷只能以中等收率得到交联产物。通过溴氯苯与不同芳基硅烷的顺序交叉偶联，可
• Synthesis of palladium(II) complexes of bidentate phosphano ligands with carbosilane substituents
  作者：Susana Vigo、Román Andrés、Pilar Gómez-Sal、Javier de la Mata、Ernesto de Jesús

  DOI：10.1016/j.jorganchem.2012.07.032

  日期：2012.10

  The synthesis of carbosilane dendrons with bidentate bis(diphenylphosphanomethyl)amino ligands at the focal point and terminal alkyl or dimethylamino end-groups, together with their palladium(II) complexes and a cationic ammonium-quaternized derivative, is described. All compounds were characterized by elemental analysis and NMR spectroscopy (H-1, C-13, P-31 and Si-29). (C) 2012 Elsevier B. V. All rights reserved.