tris[(dimethyl(α-naphthyl)silyl)methyl]tin chloride | 1322150-92-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tris[(dimethyl(α-naphthyl)silyl)methyl]tin chloride
• CAS: 1322150-92-4
• 化学式: C₃₉H₄₅ClSi₃Sn
• 分子量: 752.206
• InChiKey: NIBQZRFXVDWCLD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  10.09
• 重原子数：
  44.0
• 可旋转键数：
  9.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  sodium hydroxide 、 tris[(dimethyl(α-naphthyl)silyl)methyl]tin chloride 、 bis[(dimethyl(α-naphthyl)silyl)methyl]tin dichloride 以 乙醚 、 水 为溶剂， 以94.5%的产率得到hexakis[(dimethyl(α-naphthyl)silyl)methyl]distannoxane
  参考文献：
  名称：

  Synthesis of bulky tris[(dimethyl(alkyl/aryl)silyl)methyl]stannanes as radical based reducing agents

  摘要：

  The synthesis of novel bulky tris[dimethyl(ethyl/benzyl/p-tolyl/alpha-naphthyl)silylmethyl]stannanes (1-4) is described. Alkylation of SnCl4 with Me-2(ethyl/p-tolyl)SiCH2MgBr (10-11) gave mainly the triorganotin chlorides [(Me-2(ethyl/p-tolyl)SiCH2)](3)SnCl 14 and 15, which were isolated by silica gel chromatography. Reduction of 14 and 15 with LiAlH4 in THF gave the corresponding triorganotin hydrides 1 and 2, respectively. [Me-2(benzyl/alpha-naphthyl)SiCH2](3)SnCl 16 and 17, generated by the alkylation of SnCl4 with Me-2(benzyl/alpha-naphthyl) SiCH2MgBr 12 and 13, were inseparable from the minor product [Me-2(benzyl/alpha-naphthyl)SiCH2](2)SnCl2 18 and 19, respectively. Treatment of the mixtures of 16/18 and 17/19 with NaOH furnished the corresponding mixtures of stannoxanes, from which the hexakisdistannoxanes [Me-2(benzyl/alpha-naphthyl)SiCH2](6)Sn2O 20 and 22 were isolated from the minor dialkyltin oxide derivatives [Me-2(benzyl/alpha-naphthyl)SiCH2](2)SnO in good yields. Reduction of 20 and 22 with BH3 in THF gave [Me-2(benzyl/alpha-naphthyl)SiCH2](3)SnH (3 and 4), respectively in good yields. H-1, C-13, Sn-119, Si-29 NMR characteristics of the newly synthesized compounds are included. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.05.011
• 作为产物：
  描述：

  (bromomethyl)dimethyl(α-naphthyl)silane 、 四氯化锡 、 magnesium 以 乙醚 、 苯 为溶剂， 生成 bis[(dimethyl(α-naphthyl)silyl)methyl]tin dichloride 、 tris[(dimethyl(α-naphthyl)silyl)methyl]tin chloride
  参考文献：
  名称：

  Synthesis of bulky tris[(dimethyl(alkyl/aryl)silyl)methyl]stannanes as radical based reducing agents

  摘要：

  The synthesis of novel bulky tris[dimethyl(ethyl/benzyl/p-tolyl/alpha-naphthyl)silylmethyl]stannanes (1-4) is described. Alkylation of SnCl4 with Me-2(ethyl/p-tolyl)SiCH2MgBr (10-11) gave mainly the triorganotin chlorides [(Me-2(ethyl/p-tolyl)SiCH2)](3)SnCl 14 and 15, which were isolated by silica gel chromatography. Reduction of 14 and 15 with LiAlH4 in THF gave the corresponding triorganotin hydrides 1 and 2, respectively. [Me-2(benzyl/alpha-naphthyl)SiCH2](3)SnCl 16 and 17, generated by the alkylation of SnCl4 with Me-2(benzyl/alpha-naphthyl) SiCH2MgBr 12 and 13, were inseparable from the minor product [Me-2(benzyl/alpha-naphthyl)SiCH2](2)SnCl2 18 and 19, respectively. Treatment of the mixtures of 16/18 and 17/19 with NaOH furnished the corresponding mixtures of stannoxanes, from which the hexakisdistannoxanes [Me-2(benzyl/alpha-naphthyl)SiCH2](6)Sn2O 20 and 22 were isolated from the minor dialkyltin oxide derivatives [Me-2(benzyl/alpha-naphthyl)SiCH2](2)SnO in good yields. Reduction of 20 and 22 with BH3 in THF gave [Me-2(benzyl/alpha-naphthyl)SiCH2](3)SnH (3 and 4), respectively in good yields. H-1, C-13, Sn-119, Si-29 NMR characteristics of the newly synthesized compounds are included. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.05.011