dimethylphenyl{[1-(4-(trifluoromethyl)phenyl)ethenyl]oxy}silane | 1379687-21-4

• 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: dimethylphenyl{[1-(4-(trifluoromethyl)phenyl)ethenyl]oxy}silane
• CAS: 1379687-21-4
• 化学式: C₁₇H₁₇F₃OSi
• 分子量: 322.402
• InChiKey: PZJJMBNJIYZTOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  4'-三氟甲基苯乙酮 、 二甲基苯基硅烷 在 C₂₈H₃₅PRuS⁽¹⁺⁾*C₃₃H₁₅BF₂₃^(1-) 作用下， 以 正己烷 为溶剂， 反应 0.08h， 以88%的产率得到dimethylphenyl{[1-(4-(trifluoromethyl)phenyl)ethenyl]oxy}silane
  参考文献：
  名称：

  Base-Free Dehydrogenative Coupling of Enolizable Carbonyl Compounds with Silanes

  摘要：

  A dehydrogenative coupling between enolizable carbonyl compounds and equimolar amounts of triorganosilanes catalyzed by a tethered ruthenium complex with a Ru-S bond is reported. The complex Is assumed to fulfill a dual role by activating the Si-H bond to release a silicon electrophile and by abstracting an a-proton from the intermediate silylcarboxonium ion, only liberating dihydrogen as the sole byproduct. Reaction rates are exceedingly high at room temperature with very low loadings of the ruthenium catalyst.

  DOI：

  10.1021/ol301089r

文献信息

• Direct Acetophenone-Acetophenone Crossed Aldol Reaction and Aldol Self-Reaction Promoted by a Tethered Ru-S Complex
  作者：Phillip Pommerening、Timo Stahl、Martin Oestreich

  DOI：10.1002/ejoc.201800132

  日期：2018.5.24

  The direct crossed aldol reaction of two electronically different acetophenone derivatives occurs during the dehydrogenative Si–O coupling of the more reactive component and the hydrosilane. The key intermediate is the corresponding silyl enol ether or, employing a hydroborane, a boron enolate.

  两种电子上不同的苯乙酮衍生物的直接交叉羟醛反应发生在反应性更高的组分与氢硅烷的脱氢Si-O偶联过程中。关键中间体是相应的甲硅烷基烯醇醚，或使用氢硼烷的烯醇硼。