(E)-N,N-bis(trimethylsilyl)hex-1-en-1-amine | 89333-82-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (E)-N,N-bis(trimethylsilyl)hex-1-en-1-amine
• CAS: 89333-82-4
• 化学式: C₁₂H₂₉NSi₂
• 分子量: 243.54
• InChiKey: IEROZJCLAMZVRZ-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  bis(bis(trimethylsilyl)amido)tin(II) 、 正己醛 以35%的产率得到(E)-N,N-bis(trimethylsilyl)hex-1-en-1-amine
  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

• New preparation of N,N-bis(trimethylsilyl)enamines via iron carbonyl photocatalysed isomerisation of unsaturated amines
  作者：R.J.P. Corriu、V. Huynh、J.J.E. Moreau、M. Pataud-Sat

  DOI：10.1016/s0022-328x(00)99329-x

  日期：1983.10

  A new synthesis of N,N-bis(trimethylsilyl)enamines from straight chain olefinic amines has been devised which makes use of iron pentacarbonyl photocatalysed isomerisation. Complete conversion of the olefinic amines to the enamines was observed for substituted N,N-bis(trimethylsilyl)allylamines and non-allylic amines. The enamines obtained are potential sources of aldehydes and precursors of substituted

  已经设计了利用五羰基铁光催化异构化的由直链烯烃胺合成N，N-双（三甲基甲硅烷基）烯胺的新方法。对于取代的N，N-双（三甲基甲硅烷基）烯丙基胺和非烯丙基胺，观察到烯烃胺完全转化为烯胺。获得的烯胺是醛和取代的氮杂-2-丁二烯的前体的潜在来源。
• CORRIU, R. J. P.;HUYNH, V.;MOREAU, J. J. E.;PATAUD-SAT, M., J. ORGANOMET. CHEM., 1983, 255, N 3, 359-364
  作者：CORRIU, R. J. P.、HUYNH, V.、MOREAU, J. J. E.、PATAUD-SAT, M.

  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.