trans-N,N-Bis(trimethylsilyl)aminostyrol | 67154-89-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: trans-N,N-Bis(trimethylsilyl)aminostyrol
• 英文别名: (E)-2-phenyl-N,N-bis(trimethylsilyl)ethenamine
• CAS: 67154-89-6
• 化学式: C₁₄H₂₅NSi₂
• 分子量: 263.53
• InChiKey: ZUCIEKYMHHDBOV-OUKQBFOZSA-N

物化性质

• 沸点：
  293.1±33.0 °C(Predicted)
• 密度：
  0.903±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.63
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  苯乙醛 、 bis(bis(trimethylsilyl)amido)tin(II) 以35%的产率得到trans-N,N-Bis(trimethylsilyl)aminostyrol
  参考文献：
  名称：

  Chemically labile stannylene-nitrogen bonds. The chemoselective and stereoselective synthesis of N,N-bis(trimethylsilyl)enamines and N,N-dialkylenamines

  摘要：

  The chemoselective reaction of Sn[N(TMS)2]2 with primary aldehydes leads to the stereoselective synthesis of trans-N,N-bis(trimethylsilyl)enamines. More reactive Sn(NR2)2 (R = Et, iPr, or piperidine) can be generated in situ and then treated with aldehydes or ketones to give trans enamines.

  DOI：

  10.1021/jo00045a009

文献信息

• Bis(silyl)enamines or silylaziridines from the thermal reactions of azides with alkenylsilanes
  作者：Alan R. Bassindale、Adrian G. Brook、Peter F. Jones、James A.G. Stewart

  DOI：10.1016/s0022-328x(00)91930-2

  日期：1978.5

  When vinylsilanes and other alkenylsilanes react with silyl azides the products were found to be bis(silyl)enamines, presumably arising from thermal rearrangement of intermediate triazolines. Other azides react with alkenylsilanes to give triazolines, which fail to rearrange to silylenamines, but which instead yield silylaziridines.

  当乙烯基硅烷和其他烯基硅烷与甲硅烷基叠氮化物反应时，发现产品为双（甲硅烷基）烯胺，大概是由于中间体三唑啉的热重排而产生的。其他叠氮化物与烯基硅烷反应生成三唑啉，三唑啉不能重排为硅烷基亚胺，而是生成硅烷基氮丙啶。
• BASSINDALE A. R.; BROOK A. G.; JONES P. F.; STEWARD J. A. G., J. ORGANOMETAL. CHEM., 1978 152, NO 2, C25-C28
  作者：BASSINDALE A. R.、 BROOK A. G.、 JONES P. F.、 STEWARD J. A. G.

  DOI：——

  日期：——
• Chemically labile stannylene-nitrogen bonds. The chemoselective and stereoselective synthesis of N,N-bis(trimethylsilyl)enamines and N,N-dialkylenamines
  作者：Cynthia Burnell-Curty、Eric J. Roskamp

  DOI：10.1021/jo00045a009

  日期：1992.9

  The chemoselective reaction of Sn[N(TMS)2]2 with primary aldehydes leads to the stereoselective synthesis of trans-N,N-bis(trimethylsilyl)enamines. More reactive Sn(NR2)2 (R = Et, iPr, or piperidine) can be generated in situ and then treated with aldehydes or ketones to give trans enamines.