triethoxy(3-ethoxypropyl)silane | 81518-55-0

• 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: triethoxy(3-ethoxypropyl)silane
• CAS: 81518-55-0
• 化学式: C₁₁H₂₆O₄Si
• 分子量: 250.411
• InChiKey: RERSXALNLHNCDC-UHFFFAOYSA-N

物化性质

• 沸点：
  250.3±23.0 °C(Predicted)
• 密度：
  0.923±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙基烯丙基醚 、 三乙氧基硅烷 在 铂(0)-1,3-二乙烯-1,1,3,3-四甲基二硅氧烷 作用下， 反应 20.0h， 以92.8%的产率得到triethoxy(3-ethoxypropyl)silane
  参考文献：
  名称：

  Karstedt催化剂与三乙氧基硅烷和三甲氧基硅烷氢化硅烷化各种官能化烯烃的催化剂的研究

  摘要：

  氢化硅烷化是合成有机硅化合物的最重要方法之一。Karstedt催化剂[Pt n（H 2 C = CHSiMe 2 OSiMe 2 CH = CH 2）m ]是一种广泛用于氢化硅烷化的铂催化剂。在本文中，我们研究了Karstedt催化剂在用三甲氧基硅烷和三乙氧基硅烷加氢烯烃，特别是胺化烯烃时的催化活性，并在产率和选择性方面表现出优异的性能。

  DOI：

  10.1002/cjoc.201700024

文献信息

• Careful investigation of the hydrosilylation of olefins at poly(ethylene glycol) chain ends and development of a new silyl hydride to avoid side reactions
  作者：Hyunseo Shin、Bongjin Moon

  DOI：10.1002/pola.28924

  日期：2018.3.1

  Hydrosilylation of olefin groups at poly(ethylene glycol) chain ends catalyzed by Karstedt catalyst often results in undesired side reactions such as olefin isomerization, hydrogenation, and dehydrosilylation. Since unwanted polymers obtained by side reactions deteriorate the quality of end‐functional polymers, maximizing the hydrosilylation efficiency at polymer chain ends becomes crucial. After careful

  Karstedt催化剂催化的聚（乙二醇）链末端的烯烃基的硅氢加成通常会导致不希望的副反应，例如烯烃异构化，氢化和脱氢甲硅烷基化。由于通过副反应获得的多余聚合物会降低末端官能聚合物的质量，因此最大化聚合物链末端的氢化硅烷化效率变得至关重要。在仔细研究了在各种条件下支配副反应的因素后，发现不稳定的Pt催化剂中间体的短寿命导致在聚合物固有稀释条件下形成更多副产物。根据这些结果，开发了两种新的螯合氢化硅烷化试剂，三（2-甲氧基乙氧基）硅烷（5）和2,10-二甲基-3,6,9-三氧杂-2-2,10-二硅十一烷（6）。M n  = 9300 g / mol），明显高于 用非螯合二氢硅烷，1,1,3,3-四甲基二硅氧烷制得的相应聚合物的M n = 2600 g / mol。©2017 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学 2018，56，527-536
• Bench-Stable, Substrate-Activated Cobalt Carboxylate Pre-Catalysts for Alkene Hydrosilylation with Tertiary Silanes
  作者：Christopher H. Schuster、Tianning Diao、Iraklis Pappas、Paul J. Chirik

  DOI：10.1021/acscatal.6b00304

  日期：2016.4.1

  High-spin pyridine diimine cobalt(II) bis(carboxylate) complexes have been synthesized and exhibit high activity for the hydrosilylation of a range of commercially relevant alkenes and tertiary silanes. Previously observed dehydrogenative silylation is suppressed with the use of sterically unencumbered ligands, affording exclusive hydrosilylation with up to 4000 TON. The cobalt precatalysts were readily

  高旋转吡啶二亚胺钴（II）双（羧酸盐）配合物已经合成，并显示出高活性，可用于一系列商业上相关的烯烃和叔硅烷的氢化硅烷化。以前观察到的脱氢甲硅烷基化可通过使用空间不受阻碍的配体来抑制，从而提供高达4000 TON的排他性氢化硅烷化。钴预催化剂易于制备并在工作台上进行处理，并进行了底物活化，从而无需使用外部还原剂。钴催化剂对环氧化物，氨基，羰基和烷基卤化物的官能团具有耐受性，从而拓宽了用富含土壤的金属催化剂进行烯烃氢化硅烷化的范围。
• (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。
• Highly-active, graphene-supported platinum catalyst for the solventless hydrosilylation of olefins
  作者：Caleb J. Kong、Stanley E. Gilliland、Brian R. Clark、B. Frank Gupton

  DOI：10.1039/c8cc07641c

  日期：——

  report the development of the first graphene-supported platinum catalyst that has demonstrated exceptional catalytic activity and stability for hydrosilylation reactions of olefins (TOF 4.8 × 106 h−1, TON = 9.4 × 106). The catalyst also exhibited functional group tolerance over a broad range of industrially relevant substrates with minimal metal leaching. In addition, the catalyst system was successfully

  本文中，我们报道了第一个石墨烯负载的铂催化剂的开发，该催化剂已证明对烯烃的氢化硅烷化反应具有出色的催化活性和稳定性（TOF 4.8×10 6 h -1，TON = 9.4×10 6）。该催化剂还具有广泛的工业相关底物，并且具有最少的金属浸出，对官能团具有耐受性。此外，该催化剂体系已成功转化为用于连续氢化硅烷化反应的填充床平台。
• 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.