N,N-di-iso-propylaminophenylsilane | 1414859-91-8

• 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: N,N-di-iso-propylaminophenylsilane
• 英文别名: PhSiH2(Ni-Pr2).；N-phenylsilyl-N-propan-2-ylpropan-2-amine
• CAS: 1414859-91-8
• 化学式: C₁₂H₂₁NSi
• 分子量: 207.391
• InChiKey: ARDSTKQPPYFISK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.51
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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 、 二异丙胺 在 [Pt(I^tBu')(I^tBu)][BAr^F₄] 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到N,N-di-iso-propylaminophenylsilane
  参考文献：
  名称：

  Selective catalytic synthesis of amino-silanes at part-per million catalyst loadings

  摘要：

  白金（II）配合物[Pt(I^tBu')(I^tBu)][BAr^F_4]（1a）是一种在亚百万催化剂负载下（最多达到10 ppm，0.001 mol％）对胺和硅烷进行脱氢偶联的高活性和选择性催化剂，在文献中报告的TOM和TOF数值最高（最多达到1 mmol尺度）。

  DOI：

  10.1039/c7cc08530c

文献信息

• Organomagnesium amide catalyzed cross-dehydrocoupling of organosilanes with amines
  作者：Ashim Baishya、Thota Peddarao、Sharanappa Nembenna

  DOI：10.1039/c7dt00806f

  日期：——

  6-trimethylphenyl)imidazol-2-ylidene), Ar = 2,6-Me2C6H3 (Xyl) (1) and 2,4,6-Me3C6H2 (Mes) (2) is reported. Both compounds 1 and 2 were confirmed by multinuclear (1H, 13C and 29Si) magnetic resonance spectroscopy, elemental analysis and single crystal X-ray structural analysis. Furthermore, the organomagnesium amide pre-catalyzed cross-dehydrogenative coupling of organosilanes with amines has been investigated

  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。
• [(NHC)Yb{N(SiMe₃)₂}₂]-Catalyzed Cross-Dehydrogenative Coupling of Silanes with Amines
  作者：Weilong Xie、Hongfan Hu、Chunming Cui

  DOI：10.1002/anie.201205317

  日期：2012.10.29

  cross‐dehydrogenative coupling of silanes with a range of primary and secondary amines to yield silylamines in high yields (82–100 %) under mild reaction conditions. The catalytic activity and selectivity of the rare‐earth‐metal silylamides are modulated by altering the steric bulk of the NHC.

  热门新闻：[（NHC）Yb N（SiMe 3）2 } 2 ]加合物（NHC = N-杂环卡宾）是有效的催化剂，用于硅烷与一系列伯胺和仲胺的催化交叉脱氢偶联，从而制得在温和的反应条件下，收率很高（82–100％）。稀土金属甲硅烷基酰胺的催化活性和选择性是通过改变NHC的空间体积来调节的。
• A Dialkyl Calcium Carbene Adduct: Synthesis, Structure, and Catalytic Cross‐Dehydrocoupling of Silanes with Amines
  作者：Nan Li、Bing‐Tao Guan

  DOI：10.1002/ejic.201900168

  日期：2019.4.30

  calcium‐catalyzed cross‐dehydrocoupling reaction between phenylsilane and diisopropylamine. Among them, N‐heterocyclic carbene (NHC) ligand IiPr2Me2 (1,3‐diisopropyl‐4,5‐dimethylimidazol‐2‐ylidene) displayed superior activity and selectivity. The first neutral NHC‐supported alkyl calcium complex (IiPr2Me2)2Ca[CH(SiMe3)2]2} (4) was subsequently synthesized and characterized by NMR spectroscopy and X‐ray crystallography

  研究了11种中性配体，以促进钙催化的苯基硅烷与二异丙胺之间的交叉脱氢偶联反应。其中，N杂环卡宾（NHC）配体I i Pr 2 Me 2（1,3-二异丙基-4,5-二甲基咪唑-2-亚基）具有优异的活性和选择性。第一中性NHC支持烷基钙络合物（I我镨2我2）2的Ca [CH（森达3）2 ] 2 }（4）随后合成和表征通过NMR光谱法和X射线晶体学。复杂4在温和的条件下，在笨重的胺和硅烷之间的催化交叉脱氢偶联反应中显示出高活性和出色的化学选择性。还可以通过将Ca [CH（SiMe 3）2 ] 2与手性NHC配体结合来获得不对称形式，该配体可提供26％ee的旋光性立体硅硅氮烷。
• Yttrium-Catalyzed Amine–Silane Dehydrocoupling: Extended Reaction Scope with a Phosphorus-Based Ligand
  作者：Adi E. Nako、Wenyi Chen、Andrew J. P. White、Mark R. Crimmin

  DOI：10.1021/acs.organomet.5b00607

  日期：2015.9.14

  The scope of the catalytic dehydrocoupling of primary and secondary amines with phenylsilanes has been investigated using [YN-(SiMe3)(2)}(3)] and a four-coordinate analogue bearing a cydometalated phosphonium methylide ligand. Inclusion of the phosphorus-based ligand on yttrium results in increased substrate scope in comparison to the tris(amide) analogue. While reversible C-H bond activation of the cydometalated ligand was observed in stoichiometric experiments, D-labeling experiments and DFT calculations suggest that reversible ligand activation is not involved in silazane formation under catalytic conditions. We suggest that the extended reaction scope with the four-coordinate yttrium phosphonium methylide complex relative to the three-coordinate yttrium (tris)amide complex is a result of differences in the ease of amine inhibition of catalysis.
• Organoaminosilanes and methods for making same
  申请人：Versum Materials US, LLC

  公开号：EP2913334B1

  公开（公告）日：2018-12-19