N,N-Dimethyl-2-(triethoxysilyl)propan-1-amine | 92919-87-4

• 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: N,N-Dimethyl-2-(triethoxysilyl)propan-1-amine
• 英文别名: N,N-dimethyl-2-triethoxysilylpropan-1-amine
• CAS: 92919-87-4
• 化学式: C₁₁H₂₇NO₃Si
• 分子量: 249.426
• InChiKey: YRSCZVRKLQLPAY-UHFFFAOYSA-N

物化性质

• 沸点：
  240.7±23.0 °C(Predicted)
• 密度：
  0.915±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.99
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  30.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  二甲基烯丙基胺 、 三乙氧基硅烷 在 (dicyclopentadiene)platinum(II) dichloride 作用下， 反应 20.0h， 生成 (3-dimethylaminopropyl)triethoxysilane 、 N,N-Dimethyl-2-(triethoxysilyl)propan-1-amine
  参考文献：
  名称：

  （二环戊二烯）二氯化铂（II）：烯烃与三乙氧基硅烷之间氢化硅烷化反应的有效催化剂

  摘要：

  （二环戊二烯）二氯化铂（II）被发现是一种有效的氢化硅烷化催化剂（均相），适用于多种官能化的烯烃和以化学部分（二苯基氨基，N-咔唑-和N-异二氢吲哚-1,3-终止）的烯烃dione-）。值得注意的是，胺化烯烃与三乙氧基硅烷的氢化硅烷化显示出超过70％的收率和超过3/1的选择性（γ-异构体/β-异构体）。由于空间障碍降低了马尔可夫尼科夫概率，具有大末端部分的烯烃（二苯基氨基，N-咔唑-和N-异吲哚啉-1,3-二酮-）呈现出较高的抗马尔可夫尼科异构体比例。开发了保护的二氨基螯合烯烃的氢化硅烷化策略。

  DOI：

  10.1016/j.tetlet.2017.03.017

文献信息

• Mechanistic insights into the hydrosilylation of allyl compounds – Evidence for different coexisting reaction pathways
  作者：Peter Gigler、Markus Drees、Korbinian Riener、Bettina Bechlars、Wolfgang A. Herrmann、Fritz E. Kühn

  DOI：10.1016/j.jcat.2012.06.006

  日期：2012.11

  The hydrosilylation of allyl compounds is often accompanied by the formation of high amounts of byproducts. The formation processes have not been fully understood so far. In this work, the allyl hydrosilylation mechanism is investigated in detail and experimental and theoretical evidence for multiple, coexisting reaction pathways is provided. Based on earlier reports and the observations during an extensive catalytic study, different pathways, leading to the observed byproducts, were identified and proven by labeling experiments and DFT calculations. Oxidative addition of the silane and the insertion of the allyl compound into the Pt-H bond turned out to be the crucial, selectivity-determining steps within the catalytic cycle. Based on these findings, it should be possible to systematically influence these steps and pave the way to a rational and straightforward design of more selective catalysts. (C) 2012 Published by Elsevier Inc.
• (Dicyclopentadiene) platinum(II) dichloride: An efficient catalyst for the hydrosilylation reaction between alkenes and triethoxysilane
  作者：Huarui Wu、Chaoyue Zheng、Naiwu Chen、Jie Zhu、Deqing Gao

  DOI：10.1016/j.tetlet.2017.03.017

  日期：2017.4

  (Dicyclopentadiene) platinum(II) dichloride was found to be an efficient hydrosilylation catalyst (homogeneous) upon a wide variety of functionalized alkenes and alkenes terminated with chemical moieties (diphenyl amino-, N-carbazol- and N-isoindoline-1,3-dione-). It is noteworthy that the hydrosilylation of aminated alkenes with triethoxysilane exhibited the yield of over 70% and the selectivity (γ-isomer/β-isomer)

  （二环戊二烯）二氯化铂（II）被发现是一种有效的氢化硅烷化催化剂（均相），适用于多种官能化的烯烃和以化学部分（二苯基氨基，N-咔唑-和N-异二氢吲哚-1,3-终止）的烯烃dione-）。值得注意的是，胺化烯烃与三乙氧基硅烷的氢化硅烷化显示出超过70％的收率和超过3/1的选择性（γ-异构体/β-异构体）。由于空间障碍降低了马尔可夫尼科夫概率，具有大末端部分的烯烃（二苯基氨基，N-咔唑-和N-异吲哚啉-1,3-二酮-）呈现出较高的抗马尔可夫尼科异构体比例。开发了保护的二氨基螯合烯烃的氢化硅烷化策略。