triethyl(heptyloxy)silane | 18407-17-5

• 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: triethyl(heptyloxy)silane
• 英文别名: 1-triethylsilanyloxy-heptane；Triaethyl-heptyloxy-silan；Heptyloxytriethylsilane；triethyl(heptoxy)silane
• CAS: 18407-17-5
• 化学式: C₁₃H₃₀OSi
• 分子量: 230.466
• InChiKey: QQEIRULIGLABKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  三乙基硅烷 、 正庚醇 在 palladium dichloride 作用下， 以 乙醇 为溶剂， 反应 22.0h， 以62%的产率得到triethyl(heptyloxy)silane
  参考文献：
  名称：

  A simple and efficient hydrogenation of benzyl alcohols to methylene compounds using triethylsilane and a palladium catalyst

  摘要：

  Hydrogenolysis of benzyl alcohols using triethylsilane (Et(3)SiH) and a catalytic amount of palladium(II) chloride (PdCl(2)) is described. The reaction takes place under mild conditions affording high yields of the corresponding methylene compounds in short reaction times. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.043

文献信息

• Action des trialkylsilanes sur les aldehydes aliphatiques
  作者：Rolland Bourhis、Emile Frainnet

  DOI：10.1016/s0022-328x(00)89613-8

  日期：1975.2

  Two competing reactions ensue when trialkylsilanes HSiR′3 are treated with aliphatic aldehydes RCHO in the absence of a solvent and using a nickel catalyst (obtained by the treatment of anhydrous NiCl2 with a trialkylsilane); one gives an alcoxysilane RCH2OSiR′3, the other an ether oxide (RCH2)2O and a siloxane (R′3Si)2O. By variation of the reaction conditions, either reaction can be made exclusive

  两个竞争反应接着发生时三烷基硅烷HSIR' 3与脂族醛处理在不存在溶剂的和使用镍催化剂（由治疗无水的NiCl获得RCHO 2与三烷基硅烷）; 一个给出一个alcoxysilane RCH 2 OSIR' 3，其他的醚氧化物（RCH 2）2 O和硅氧烷（R' 3 Si）的2的反应条件O.通过差异，无论是反应可制成排斥。提出了反应机理。
• Catalysts for hydrogenation and hydrosilylation, methods of making and using the same
  申请人：Brookhaven Science Associates, LLC

  公开号：US06737531B1

  公开（公告）日：2004-05-18

  A compound is provided including an organometallic complex represented by the formula I: [CpM(CO)2(NHC)Lk]+A−  I wherein M is an atom of molybdenum or tangsten, Cp is substituted or unsubstituted cyclopentadienyl radical represented by the formula [C5Q1Q2Q3Q4Q5], wherein Q1 to Q5 are independently selected from the group consisting of H radical, C1-20 hydrocarbyl radical, substituted hydrocarbyl radical, halogen radical, halogen-substituted hydrocarbyl radical, —OR, —C(O)R′, —CO2R′, —SiR′3 and —NR′R″, wherein R′ and R″ are independently selected from the group consisting of H radical, C1-20 hydrocarbyl radical, halogen radical, and halogen-substituted hydrocarbyl radical, wherein said Q1 to Q5 radicals are optionally linked to each other to form a stable bridging group, NHC is any N-heterocyclic carbene ligand, L is either any neutral electron donor ligand, wherein k is a number from 0 to 1 or L is an anionic ligand wherein k is 2, and A− is an anion. Processes using the organometallic complex as catalyst for hydrogenation of aldehydes and ketones are provided. Processes using the organometallic complex as catalyst for the hydrosilylation of aldehydes, ketones and esters are also provided.

  提供了一种化合物，其中包括由公式I表示的有机金属配合物：[CpM(CO)2(NHC)Lk]+A−  I，其中M是钼或钨原子，Cp是由公式[C5Q1Q2Q3Q4Q5]表示的取代或未取代的环戊二烯基基团，其中Q1至Q5分别独立地选自H基团、C1-20烃基基团、取代烃基基团、卤基基团、卤代烃基基团、—OR、—C(O)R′、—CO2R′、—SiR′3和—NR′R″的基团，其中R′和R″分别独立地选自H基团、C1-20烃基基团、卤基基团和卤代烃基基团，其中所述的Q1至Q5基团可以选择地相互连接以形成稳定的桥接基团，NHC是任何N-杂环卡宾配体，L是任何中性电子给体配体，其中k是从0到1的数字，或L是一个带负电的配体，其中k为2，A−是一个阴离子。提供了使用该有机金属配合物作为醛和酮的加氢催化剂的过程。还提供了使用该有机金属配合物作为醛、酮和酯的加硅烷化催化剂的过程。
• Light-Promoted Transfer of an Iridium Hydride in Alkyl Ether Cleavage
  作者：Caleb D. Fast、Nathan D. Schley

  DOI：10.1021/acs.organomet.1c00391

  日期：2021.10.11

  A catalytic, light-promoted hydrosilylative cleavage reaction of alkyl ethers is reported. Initial studies are consistent with a mechanism involving heterolytic silane activation followed by delivery of a photohydride equivalent to a silyloxonium ion generated in situ. The catalyst resting state is a mixture of Cp*Ir(ppy)H (ppy = 2-phenylpyridine-κC,N) and a related hydride-bridged dimer. Trends in

  报道了烷基醚的催化、光促进的氢化硅烷化裂解反应。最初的研究与涉及异解硅烷活化的机制一致，然后传递相当于原位生成的甲硅烷基氧鎓离子的光氢化物。催化剂静止状态是 Cp*Ir(ppy)H (ppy = 2-苯基吡啶-κ C , N) 和相关的氢化物桥接二聚体。底物还原选择性的趋势与 C-O 键断裂的非自由基机制一致。在化学计量测试中发现用蓝光照射 Cp*Ir(ppy)H 会增加氢化物向氧鎓离子的传递速率。在羰基氢化硅烷化催化中发现了类似的速率增强，其通过相关机制起作用，也涉及 Cp*Ir(ppy)H 作为静止状态。
• Selective alkyl ether cleavage by cationic bis(phosphine)iridium complexes
  作者：Caleb A. H. Jones、Nathan D. Schley

  DOI：10.1039/c8ob02298d

  日期：——

  conversion of alkyl ethers to silyl ethers via C–O bond cleavage. The previously-reported cationic pincer-supported iridium complex for this transformation suffers from poor selectivity with regard to monodealkylation of substrate ethers. We demonstrate that a simple non-pincer iridium complex offers improved selectivity and is capable of benzylic ether cleavage in the presence of reductively-labile

  能异裂硅烷活化的催化剂已经成功地应用到烷基醚，以甲硅烷基醚的转化经由C–O键断裂。关于底物醚的单脱烷基化，先前报道的用于该转化的阳离子夹钳负载的铱络合物具有较差的选择性。我们证明了简单的非钳制铱络合物可提供更高的选择性，并且能够在还原性不稳定的烷基和芳基卤化物官能团存在的情况下裂解苄基醚。初步的机械实验表明，中性的四氢甲硅烷基铱静止状态与先前的机械假设是一致的。这些实验表明，在醚裂解反应中活性不需要钳式配体骨架，并且简单的阳离子双（膦）铱配合物可为应用到更复杂的底物分子提供更高的选择性。
• Rhodium-Catalyzed, Efficient Deutero- and Tritiosilylation of Carbonyl Compounds from Hydrosilanes and Deuterium or Tritium
  作者：Miguel Rubio、Jesús Campos、Ernesto Carmona

  DOI：10.1021/ol202117t

  日期：2011.10.7

  A cationic rhodium compound which is an active catalyst for both the hydrogen isotope exchange in hydrosilanes and the hydrosilylation of carbonyl compounds permits, in a one-flask, two-step procedure, efficient deutero- and tritiosilylations using SiEt3H under D-2 (0.5 bar) or T-2, at low catalyst loadings (0.1-0.5 mol%).