[3,4-(methylenedioxy)benzyloxy]triethylsilane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: [3,4-(methylenedioxy)benzyloxy]triethylsilane
• 英文别名: 1,3-Benzodioxol-5-ylmethoxy(triethyl)silane；1,3-benzodioxol-5-ylmethoxy(triethyl)silane
• 化学式: C₁₄H₂₂O₃Si
• 分子量: 266.412
• InChiKey: LQUXAQOQUANLGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三乙基硅烷 、 胡椒醛 在 palladium diacetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以96%的产率得到[3,4-(methylenedioxy)benzyloxy]triethylsilane
  参考文献：
  名称：

  Pd-catalyzed selective hydrosilylation of aryl ketones and aldehydes

  摘要：

  Pd salts in combination with triethylsilane as hydride source and DMF as solvent has been found to be excellent catalytic combination that selectively reduces aryl ketones and aldehydes under mild conditions to afford triethylsilyloxy compounds in excellent yields. Product selectivity to the respective benzyl alcohols can however be achieved when the reaction was performed in DMF/H2O (4:1) as solvent system. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.155

文献信息

• Silylative Dimerization of Aromatic Aldehydes Catalyzed by a Thiolate-Bridged Diruthenium Complex
  作者：Hitoshi Shimada、Jing-Ping Qü、Hiroyuki Matsuzaka、Youichi Ishii、Masanobu Hidai

  DOI：10.1246/cl.1995.671

  日期：1995.8

  A cationic thiolate-bridged diruthenium complex [Cp*RuCl-(μ2-SPri)2RuCp*][OTf] (Cp* = η5-C5Me5, OTf = OSO2CF3) was found to be an efficient catalyst for the reaction of aromatic aldehydes with hydrosilanes in acetonitrile to give 1,2-diaryl-1,2-disiloxyethanes as the major products.

  一种阳离子硫醇桥联的双钌配合物 [Cp*RuCl-(μ2-SPri)2RuCp*][OTf]（Cp* = η5-C5Me5，OTf = OSO2CF3）被发现是一种高效催化剂，可以在乙腈中催化芳香醛与氢硅烷的反应，主要产物为1,2-二芳基-1,2-二硅氧烷乙烷。
• Pd-catalyzed selective hydrosilylation of aryl ketones and aldehydes
  作者：Pandurang V. Chouthaiwale、Varun Rawat、Arumugam Sudalai

  DOI：10.1016/j.tetlet.2011.10.155

  日期：2012.1

  Pd salts in combination with triethylsilane as hydride source and DMF as solvent has been found to be excellent catalytic combination that selectively reduces aryl ketones and aldehydes under mild conditions to afford triethylsilyloxy compounds in excellent yields. Product selectivity to the respective benzyl alcohols can however be achieved when the reaction was performed in DMF/H2O (4:1) as solvent system. (C) 2011 Elsevier Ltd. All rights reserved.