1,1-bis(8-dimethylamino-1-naphthyl)-2,2,2-trimethyldisilane | 438045-78-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,1-bis(8-dimethylamino-1-naphthyl)-2,2,2-trimethyldisilane
• 英文别名: 8-[[8-(dimethylamino)naphthalen-1-yl]-trimethylsilylsilyl]-N,N-dimethylnaphthalen-1-amine
• CAS: 438045-78-4
• 化学式: C₂₇H₃₄N₂Si₂
• 分子量: 442.751
• InChiKey: PWDCLJKETLKLCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  6.48
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,1-bis(8-dimethylamino-1-naphthyl)-2,2,2-trimethyldisilane 在 五氯化磷 、 碳酸氢钠 作用下， 以 苯 为溶剂， 反应 3.0h， 生成 1-hydroxy-1,1-bis(8-dimethylamino-1-naphthyl)-2,2,2-trimethyldisilane
  参考文献：
  名称：

  Synthesis, structure, and reactivity of disilanes containing one neutral [4+2]-coordinate silicon center

  摘要：

  [4+2]-Coordinate disilanes containing two 8-dimethylamino-1-naphthyl (8-Me2N-1-Np) groups on the same silicon atom, (8-Me2N-1-Np)(2)XSi-SiMe3, where X = F, OH, OEt. and H, are prepared. The X-ray structures of the two derivatives, X = F and OH, show that one of the coordinated dimethylamino groups is anti to the electronegative X group, while the other is anti to the trimethylsilyl group. The [4 + 2]-coordinate disilanes (X = F or OEt) are found to be thermally stable under these conditions such that the corresponding (4 + 1]-coordinate disilanes (8-Me2N-1-Np)XMeSi-SiMePh2 (X = F or OEt) readily undergo degradation. In the presence of Pd(PPh3)(4) as a catalyst, the [4 + 2]-coordinate disilane (X = F) undergoes degradation to generate naphthylsilane (8-Me2N-1-Np)-SiMe3, the reaction pathway being different from that of the [4 + 1]-coordinate disilane (X = F) which affords the fluorosilane, F-SiMePh2. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)01385-7
• 作为产物：
  描述：

  1-fluoro-1,1-bis(8-dimethylamino-1-naphthyl)-2,2,2-trimethyldisilane 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 4.5h， 以82%的产率得到1,1-bis(8-dimethylamino-1-naphthyl)-2,2,2-trimethyldisilane
  参考文献：
  名称：

  Synthesis, structure, and reactivity of disilanes containing one neutral [4+2]-coordinate silicon center

  摘要：

  [4+2]-Coordinate disilanes containing two 8-dimethylamino-1-naphthyl (8-Me2N-1-Np) groups on the same silicon atom, (8-Me2N-1-Np)(2)XSi-SiMe3, where X = F, OH, OEt. and H, are prepared. The X-ray structures of the two derivatives, X = F and OH, show that one of the coordinated dimethylamino groups is anti to the electronegative X group, while the other is anti to the trimethylsilyl group. The [4 + 2]-coordinate disilanes (X = F or OEt) are found to be thermally stable under these conditions such that the corresponding (4 + 1]-coordinate disilanes (8-Me2N-1-Np)XMeSi-SiMePh2 (X = F or OEt) readily undergo degradation. In the presence of Pd(PPh3)(4) as a catalyst, the [4 + 2]-coordinate disilane (X = F) undergoes degradation to generate naphthylsilane (8-Me2N-1-Np)-SiMe3, the reaction pathway being different from that of the [4 + 1]-coordinate disilane (X = F) which affords the fluorosilane, F-SiMePh2. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)01385-7

文献信息

• Synthesis, structure, and reactivity of disilanes containing one neutral [4+2]-coordinate silicon center
  作者：Kohei Tamao、Masahiro Asahara、Atsushi Kawachi、Akio Toshimitsu

  DOI：10.1016/s0022-328x(01)01385-7

  日期：2002.2

  [4+2]-Coordinate disilanes containing two 8-dimethylamino-1-naphthyl (8-Me2N-1-Np) groups on the same silicon atom, (8-Me2N-1-Np)(2)XSi-SiMe3, where X = F, OH, OEt. and H, are prepared. The X-ray structures of the two derivatives, X = F and OH, show that one of the coordinated dimethylamino groups is anti to the electronegative X group, while the other is anti to the trimethylsilyl group. The [4 + 2]-coordinate disilanes (X = F or OEt) are found to be thermally stable under these conditions such that the corresponding (4 + 1]-coordinate disilanes (8-Me2N-1-Np)XMeSi-SiMePh2 (X = F or OEt) readily undergo degradation. In the presence of Pd(PPh3)(4) as a catalyst, the [4 + 2]-coordinate disilane (X = F) undergoes degradation to generate naphthylsilane (8-Me2N-1-Np)-SiMe3, the reaction pathway being different from that of the [4 + 1]-coordinate disilane (X = F) which affords the fluorosilane, F-SiMePh2. (C) 2002 Elsevier Science B.V. All rights reserved.