1-(diphenylsiloxy)-1-(4-methylphenyl)ethene | 920984-83-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(diphenylsiloxy)-1-(4-methylphenyl)ethene
• 英文别名: {[1-(4-Methylphenyl)ethenyl]oxy}(diphenyl)silane；1-(4-methylphenyl)ethenoxy-diphenylsilane
• CAS: 920984-83-4
• 化学式: C₂₁H₂₀OSi
• 分子量: 316.475
• InChiKey: KMQLYNUBKPFNLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  二苯基硅烷 、 对甲基苯乙酮 在 C₂₃H₃₂ClN₄RhS 作用下， 以 氘代苯 为溶剂， 反应 0.6h， 以62%的产率得到diphenyl(1-(p-tolyl)ethoxy)silane
  参考文献：
  名称：

  苯并噻二唑负载的N杂环卡宾及其铑和铱配合物

  摘要：

  一种新的N-杂环卡宾，其包含稠合的苯并噻二唑（BTD）部分，5,7-双（1,1-二甲基乙基）-5 H-咪唑并[4,5- f ] -2,1,3-苯并噻二唑-6-亚lide（1通过使相应的四氟硼酸盐去质子化而产生）。从市售的1,2-苯二胺可以六步得到盐前体。发现该卡宾在惰性条件下是稳定的，并且通过NMR光谱充分表征。还合成并充分表征了该卡宾的硫加合物。硫酮的X射线结构分析表明，卡宾碳和硫原子分别偏离含有BTD部分和咪唑环的两个氮原子的平面0.231和0.890Å。制备了[MC1（COD）（1）]型配合物（其中M ＝ Rh和Ir），并使用光谱和晶体学方法对其进行了表征。这种新卡宾的供体强度通过红外光谱测定（ν AV）和循环伏安法（E 1/2）。初步的催化研究表明，新的卡宾是苯乙酮氢化硅烷化中铑和铱催化剂的合适配体。

  DOI：

  10.1016/j.jorganchem.2016.09.016

文献信息

• Rh Soaked in Polyionic Gel:  An Effective Catalyst for Dehydrogenative Silylation of Ketones
  作者：Carine Thiot、Alain Wagner、Charles Mioskowski

  DOI：10.1021/ol0623670

  日期：2006.12.1

  A polyionic gel- soaked Rh catalyst allows the formation of synthetically useful diphenylsilyl ( DPS) enols under mild conditions. The reaction proceeds through dehydrogenative silylation of ketones, affording the kinetic silyl enol ether in good to excellent yields. The in situ formed DPS enols were directly involved, without purification, in one- pot aldol and Mannich condensations.
• A dibenz[a,c]phenazine-supported N-heterocyclic carbene and its rhodium and iridium complexes
  作者：Daniela Tapu、Zachary McCarty、Lauren Hutchinson、Christopher Ghattas、Mahatab Chowdhury、John Salerno、Donald VanDerveer

  DOI：10.1016/j.jorganchem.2013.09.034

  日期：2014.1

  A new polycyclic N-heterocyclic carbene featuring a fused dibenz[a, c] phenazine moiety was generated in situ from the corresponding tetrafluoroborate salt. The synthesis and NMR data of its corresponding precursors, its sulfur adduct and dimer are reported. Complexes of type [MCl(COD)(1)] and [MCl(CO)(2)(1)] (M = Rh and Ir, 1 = 1,3-dibutyldibenzo[a, c]phenazino[11,12-d]imidazol-2-ylidene) were prepared and characterized using spectroscopic and crystallographic methods. The electron-releasing capacity of this new carbene was investigated by evaluation of its corresponding IrCl(COD) and IrCl(CO)(2) complexes by IR spectroscopy (nu(av)) and cyclic voltammetry (E-1/2). These studies revealed that the electron donicity of this ligand is comparable to that of the previously reported naphthoquinone-annulated imidazolin-2-ylidene. Some preliminary studies of the photophysical properties and catalytic activity of these metal complexes are reported. (C) 2013 Elsevier B. V. All rights reserved.