1-triethylsiloxynonane

• 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: 1-triethylsiloxynonane
• 英文别名: 1-Triethylsilyloxynonane；triethyl(nonoxy)silane
• 化学式: C₁₅H₃₄OSi
• 分子量: 258.52
• InChiKey: SKGRFOLZRWKNDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.76
• 重原子数：
  17
• 可旋转键数：
  12
• 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 、 1-壬醇 在 三(五氟苯基)硼烷 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以95%的产率得到1-triethylsiloxynonane
  参考文献：
  名称：

  A novel reduction of alcohols and ethers with a HSiEt3catalytic B(C6F5)3 system

  摘要：

  The primary alcohols 1a-d and ethers 4a-b were effectively reduced into the corresponding hydrocarbons 2 by HSiEt3 in the presence of catalytic amounts of B(C6F5)(3). The secondary alkyl ethers 4g,h underwent cleavage and/or reduction under similar reaction conditions to produce either the silyl ether 3k or the corresponding alcohol 5b upon subsequent deprotection with TBAF. The secondary alcohols (1g,h) and tertiary alcohol 1i, as well as tertiary alkyl ether 4i, did not react with the HSiEt3/(B(C6F5)(3) reducing reagent at all. The following relative reactivity order of substrates was found: primary>>secondary>tertiary. The methyl aryl ethers 4c-e and alkyl aryl ether 4f were smoothly deprotected to give the corresponding silyl ethers 3b,h-j in nearly quantitative isolated yields. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01757-8

文献信息

• Homogeneous gold-catalyzed hydrosilylation of aldehydes
  作者：Diána Lantos、Marı´a Contel、Sergio Sanz、Andrea Bodor、István T. Horváth

  DOI：10.1016/j.jorganchem.2006.10.025

  日期：2007.4

  The catalytic hydrosilylation of aldehydes in the presence of PBu3 modified Au(I)-complexes was investigated. In situ IR and NMR experiments have revealed that both, the ligand PBu3 and the substrate aldehyde play an important role in stabilizing the gold catalyst and/or forming the catalytically active species. In their absence the reducing power of silane destabilizes the gold (I) catalyst giving rise to gold clusters or particles. Several side reactions involving water and oxygen were also investigated. A plausible reaction pathway as an alternative to the well-accepted mechanism for the transition-metal homogeneously catalyzed hydrosilylation of aldehydes has been proposed to accommodate the experimental observations. (c) 2006 Elsevier B.V. All rights reserved.
• A novel reduction of alcohols and ethers with a HSiEt3catalytic B(C6F5)3 system
  作者：Vladimir Gevorgyan、Jian-Xiu Liu、Michael Rubin、Sharonda Benson、Yoshinori Yamamoto

  DOI：10.1016/s0040-4039(99)01757-8

  日期：1999.12

  The primary alcohols 1a-d and ethers 4a-b were effectively reduced into the corresponding hydrocarbons 2 by HSiEt3 in the presence of catalytic amounts of B(C6F5)(3). The secondary alkyl ethers 4g,h underwent cleavage and/or reduction under similar reaction conditions to produce either the silyl ether 3k or the corresponding alcohol 5b upon subsequent deprotection with TBAF. The secondary alcohols (1g,h) and tertiary alcohol 1i, as well as tertiary alkyl ether 4i, did not react with the HSiEt3/(B(C6F5)(3) reducing reagent at all. The following relative reactivity order of substrates was found: primary>>secondary>tertiary. The methyl aryl ethers 4c-e and alkyl aryl ether 4f were smoothly deprotected to give the corresponding silyl ethers 3b,h-j in nearly quantitative isolated yields. (C) 1999 Elsevier Science Ltd. All rights reserved.