(5,6,7,8-tetrahydro-naphthalen-2-yloxy)trimethylsilane

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (5,6,7,8-tetrahydro-naphthalen-2-yloxy)trimethylsilane
• 英文别名: 6-trimethylsiloxy-1,2,3,4-tetrahydronaphthalene；trimethyl(5,6,7,8-tetrahydronaphthalen-2-yloxy)silane
• 化学式: C₁₃H₂₀OSi
• 分子量: 220.387
• InChiKey: SFURTUDZQHJHSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.78
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 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：

  对甲苯基溴化镁 、 (5,6,7,8-tetrahydro-naphthalen-2-yloxy)trimethylsilane 在 二氯化双(三环己基膦)镍(II) 、 三环己基膦 作用下， 以 various solvent(s) 为溶剂， 反应 15.0h， 生成 6-(4-methylphenyl)tetrahydronaphthalene
  参考文献：
  名称：

  镍催化的芳基格氏试剂与芳族烷基醚的交叉偶联：不对称联芳基的有效合成。

  摘要：

  DOI：

  10.1002/anie.200453765
• 作为产物：
  描述：

  5,6,7,8-四氢-2-萘酚 、 六甲基二硅氮烷 反应 4.0h， 以88%的产率得到(5,6,7,8-tetrahydro-naphthalen-2-yloxy)trimethylsilane
  参考文献：
  名称：

  Highly atom economical uncatalysed and I2-catalysed silylation of phenols, alcohols and carbohydrates, using HMDS under solvent-free reaction conditions (SFRC)

  摘要：

  An uncatalysed silylation of phenols, regardless on the aggregate state and nature of the substituents with 0.55 equiv of HMDS under solvent-free reaction conditions (SFRC) at room temperature is reported. Sterically hindered phenols, carbohydrates and most of the alcohols additionally required a catalytic amount (up to 2 mol%) of iodine. The reaction protocol is very simple; obtaining a pure product, particularly of uncatalysed reactions, was frequently a completely solvent-free process. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.040

文献信息

• Nickel catalyzed cross-coupling reactions between organomagnesium compounds and anisole derivatives
  申请人：Dankwardt W. John

  公开号：US20050010073A1

  公开（公告）日：2005-01-13

  The present invention provides nickel catalysts and solvents which are useful in a cross-coupling reaction between an organomagnesium compound and an aromatic ether compound, such as an anisole derivative.

  本发明提供了在有机镍催化剂和溶剂中进行交叉偶联反应的方法，适用于有机镁化合物和芳香醚化合物（如苯甲醚衍生物）之间的反应。
• Highly atom economical uncatalysed and I2-catalysed silylation of phenols, alcohols and carbohydrates, using HMDS under solvent-free reaction conditions (SFRC)
  作者：Marjan Jereb

  DOI：10.1016/j.tet.2012.03.040

  日期：2012.5

  An uncatalysed silylation of phenols, regardless on the aggregate state and nature of the substituents with 0.55 equiv of HMDS under solvent-free reaction conditions (SFRC) at room temperature is reported. Sterically hindered phenols, carbohydrates and most of the alcohols additionally required a catalytic amount (up to 2 mol%) of iodine. The reaction protocol is very simple; obtaining a pure product, particularly of uncatalysed reactions, was frequently a completely solvent-free process. (C) 2012 Elsevier Ltd. All rights reserved.
• Nickel-Catalyzed Cross-Coupling of Aryl Grignard Reagents with Aromatic Alkyl Ethers: An Efficient Synthesis of Unsymmetrical Biaryls
  作者：John W. Dankwardt

  DOI：10.1002/anie.200453765

  日期：2004.4.26