bis(N-methylpyrrol-2-yl)silane | 1572037-39-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: bis(N-methylpyrrol-2-yl)silane
• 英文别名: Bis(1-methylpyrrol-2-yl)silane；bis(1-methylpyrrol-2-yl)silane
• CAS: 1572037-39-8
• 化学式: C₁₀H₁₄N₂Si
• 分子量: 190.32
• InChiKey: VKNUATAXBBKDRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.52
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  dimethoxybis(N-methylpyrrol-2-yl)silane 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以75%的产率得到bis(N-methylpyrrol-2-yl)silane
  参考文献：
  名称：

  New organosilanes based on N-methylpyrrole – Synthesis, structure and characterization

  摘要：

  The organosilanes trimethoxy(N-methylpyrrol-2-yl)silane (1), dimethoxybis(N-methylpyrrol-2-yl)silane (2), methoxytris(N-methylpyrrol-2-yl)silane (3), and tetrakis(N-methylpyrrol-2-yl) silane (7) were synthesized by lithiation of N-methylpyrrole with n-BuLi/TMEDA and subsequent reaction of the appropriate metalated species with Si(OMe)(4). N-Methylpyrrol-2-ylsilane (4), bis(N-methylpyrrol-2-yl)silane (5), and tris(N-methylpyrrol-2-yl) silane (6) were obtained by treatment of compound 1 with DIBAL-H (diisobutylaluminium hydride), and silanes 2 and 3 by reaction with LiAlH4. Compounds 1-7 were characterized by H-1, C-13, Si-29 NMR, ATR-IR and Raman spectroscopy, EI and ESI mass spectrometry, elemental analysis and single crystal X-ray diffraction analysis (2, 3, and 5-7). The silicon-hydrogen bond lengths are 1.360(2), 1.320(18) angstrom (5) and 1.386(18) angstrom (6). All compounds are thermally stable in the solid state and do not decompose prior to evaporation. The silanes are stable at ambient conditions for several days (1 and 4) or even months (2, 3 and 5-7). (C) 2014 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2014.01.009

文献信息

• New organosilanes based on N-methylpyrrole – Synthesis, structure and characterization
  作者：Ronny Fritzsche、Falko Seidel、Tobias Rüffer、Roy Buschbeck、Alexander Jakob、Hans Freitag、Dietrich R.T. Zahn、Heinrich Lang、Michael Mehring

  DOI：10.1016/j.jorganchem.2014.01.009

  日期：2014.4

  The organosilanes trimethoxy(N-methylpyrrol-2-yl)silane (1), dimethoxybis(N-methylpyrrol-2-yl)silane (2), methoxytris(N-methylpyrrol-2-yl)silane (3), and tetrakis(N-methylpyrrol-2-yl) silane (7) were synthesized by lithiation of N-methylpyrrole with n-BuLi/TMEDA and subsequent reaction of the appropriate metalated species with Si(OMe)(4). N-Methylpyrrol-2-ylsilane (4), bis(N-methylpyrrol-2-yl)silane (5), and tris(N-methylpyrrol-2-yl) silane (6) were obtained by treatment of compound 1 with DIBAL-H (diisobutylaluminium hydride), and silanes 2 and 3 by reaction with LiAlH4. Compounds 1-7 were characterized by H-1, C-13, Si-29 NMR, ATR-IR and Raman spectroscopy, EI and ESI mass spectrometry, elemental analysis and single crystal X-ray diffraction analysis (2, 3, and 5-7). The silicon-hydrogen bond lengths are 1.360(2), 1.320(18) angstrom (5) and 1.386(18) angstrom (6). All compounds are thermally stable in the solid state and do not decompose prior to evaporation. The silanes are stable at ambient conditions for several days (1 and 4) or even months (2, 3 and 5-7). (C) 2014 Elsevier B. V. All rights reserved.