N,N-diethyl-4-[(trimethylsilyl)methyl]benzenamine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-diethyl-4-[(trimethylsilyl)methyl]benzenamine
• 英文别名: N,N-diethyl-4-(trimethylsilylmethyl)aniline
• 化学式: C₁₄H₂₅NSi
• 分子量: 235.445
• InChiKey: QQQFXYBNDPHYFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  碘甲基三甲基硅烷 、 N,N-diethyl-4-iodo-aniline 在 1,1,3,3-四甲基脲 、 锌 、 1,1'-双(二苯基膦)二茂铁 、 chloro(1,5-cyclooctadiene)rhodium(I) dimer 作用下， 反应 30.0h， 以68%的产率得到N,N-diethyl-4-[(trimethylsilyl)methyl]benzenamine
  参考文献：
  名称：

  Synthesis of Functionalized Benzylsilanes from Arylzinc Compounds and (Iodomethyl)trimethylsilane by Means of a Novel Rh Catalysis

  摘要：

  [GRAPHICS]The catalytic activity of a Rh complex in cross-coupling between ArZnI and TMSCH2I was examined in which the Rh complex, generated in situ from [RhCl(1,5-cyclooctadiene)](2) and 1,1'-bis(diphenylphosphino)ferrocene, exhibited excellent catalytic activity for the production of various functionalized benzylsilanes in good yields. From P-31 NMR studies of various solutions containing several of the reaction components, confirmation of the rapid and quantitative transfer of aryl groups from ArZnI to the Rh complex to form arylrhodium species was ascertained. A catalytic cycle, commencing with the transmetalation, was thus proposed for the reaction.

  DOI：

  10.1021/jo0520994

文献信息

• Synthesis of Functionalized Benzylsilanes from Arylzinc Compounds and (Iodomethyl)trimethylsilane by Means of a Novel Rh Catalysis
  作者：Hideki Takahashi、Kabir M. Hossain、Yasushi Nishihara、Takanori Shibata、Kentaro Takagi

  DOI：10.1021/jo0520994

  日期：2006.1.1

  [GRAPHICS]The catalytic activity of a Rh complex in cross-coupling between ArZnI and TMSCH2I was examined in which the Rh complex, generated in situ from [RhCl(1,5-cyclooctadiene)](2) and 1,1'-bis(diphenylphosphino)ferrocene, exhibited excellent catalytic activity for the production of various functionalized benzylsilanes in good yields. From P-31 NMR studies of various solutions containing several of the reaction components, confirmation of the rapid and quantitative transfer of aryl groups from ArZnI to the Rh complex to form arylrhodium species was ascertained. A catalytic cycle, commencing with the transmetalation, was thus proposed for the reaction.