PhSiH2(NPh2) | 1352144-83-2

• 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: PhSiH2(NPh2)
• 英文别名: Ph2NSiH2Ph；N-phenyl-N-phenylsilylaniline
• CAS: 1352144-83-2
• 化学式: C₁₈H₁₇NSi
• 分子量: 275.425
• InChiKey: RICICRWNURXKAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯硅烷 、 二苯胺 在 [IMesMg(2,4,6-Me3C6H2){N(SiMe3)2}] 作用下， 以 苯 为溶剂， 反应 36.0h， 以63%的产率得到PhSiH2(NPh2)
  参考文献：
  名称：

  有机铵酰胺催化的有机硅烷与胺的交叉脱氢偶联†

  摘要：

  新型杂配的有机镁（II）酰胺配合物的合成[IMesMg（Ar）{N（SiMe 3）2 }]；（IMes = 1,3-双（2,4,6-三甲基苯基）咪唑-2-亚烷基），Ar = 2,6-Me 2 C 6 H 3（Xyl）（1）和2,4,6-Me据报道3 C 6 H 2（Mes）（2）。化合物1和2均通过多核（1 H，13 C和29Si）磁共振波谱，元素分析和单晶X射线结构分析。此外，已经研究了有机硅烷与胺的有机镁酰胺预催化的交叉脱氢偶联。

  DOI：

  10.1039/c7dt00806f

文献信息

• Reactivity of <mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML" altimg="si1.gif" overflow="scroll"><mml:mrow><mml:mo stretchy="false">[</mml:mo><mml:msup><mml:mrow><mml:mtext>Tism</mml:mtext></mml:mrow><mml:mrow><mml:msup><mml:mrow><mml:mtext>Pr</mml:mtext></mml:mrow><mml:mtext>i</mml:mtext></mml:msup><mml:mtext>Benz</mml:mtext></mml:mrow></mml:msup><mml:mo stretchy="false">]</mml:mo></mml:mrow></mml:math>MgMe towards secondary amines and terminal alkynes: Catalytic dehydrocoupling with hydrosilanes to afford Si–N and Si–C bonds
  作者：Michael Rauch、Renee C. Roberts、Gerard Parkin

  DOI：10.1016/j.ica.2019.03.015

  日期：2019.8

  The magnesium hydride and methyl compounds, [Tism(PriBenz)]MgX (X=H, Me), react with diphenylamine (Ph2NH) and pyrrolidine (C4H8NH) to afford the amide derivatives, [Tism(PriBenz)]MgNPh2 and [Tism(PriBenz)]MgNC4H8, while reactions with the terminal alkynes, PhC CH and (BuC)-C-n CH, afford the corresponding acetylide derivatives, [Tism(PriBenz)]MgC CPh and [Tism(PriBenz)]MgC CBun. The Mg-N bond of [Tism(PriBenz)]MgNR2 may be cleaved by hydrosilanes, such that [TismPriBenz]MgMe is an effective precatalyst for the dehydrocoupling of hydrosilanes and amines. For example, [Tism(PriBenz)]MgMe enables the conversion of a 1:1 mixture of Ph2SiH2 and C4H8NH at room temperature to the silazane, Ph2SiH(NC4H8).[Tism(PriBenz)]MgH and[Tism(PriBenz)]MgMe are also capable of dehydrocoupling PhC CH and PhSiH3 to form PhSiH2C CPh. In addition to dehydrocoupling of terminal alkynes, [Tism(PriBenz)]MgMe is also capable of achieving the isomerization 3-phenyl-1-propyne to phenylallene.
• Tris(oxazolinyl)boratomagnesium-Catalyzed Cross-Dehydrocoupling of Organosilanes with Amines, Hydrazine, and Ammonia
  作者：James F. Dunne、Steven R. Neal、Joshua Engelkemier、Arkady Ellern、Aaron D. Sadow

  DOI：10.1021/ja207641b

  日期：2011.10.26

  We report magnesium-catalyzed cross-dehydrocoupling of Si-H and N-H bonds to give Si-N bonds and H-2. A number of silazanes are accessible using this method, as well as silylamines from NH3 and silylhydrazines from N2H4. Kinetic studies of the overall catalytic cycle and a stoichiometric Si-N bond-forming reaction suggest nucleophilic attack by a magnesium amide as the turnover-limiting step.