pyridine-2-amino(methyl)dimethylsilane | 1422352-66-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: pyridine-2-amino(methyl)dimethylsilane
• 英文别名: N-dimethylsilyl-N-methylpyridin-2-amine
• CAS: 1422352-66-6
• 化学式: C₈H₁₄N₂Si
• 分子量: 166.298
• InChiKey: ODXIKDKDYPULJM-UHFFFAOYSA-N

物化性质

• 沸点：
  194.7±22.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  16.13
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  pyridine-2-amino(methyl)dimethylsilane 、 Ru[κ-Si,N-(SiMe₂)N(Me)(C₅H₄N)](η⁴-C₈H₁₂)(η³-C₈H₁₁) 以 四氢呋喃 为溶剂， 反应 3.0h， 以91%的产率得到[Ru(H){(κ-Si,N-(SiMe2)N(Me)(C5H4N))}3]
  参考文献：
  名称：

  Step-by-Step Introduction of Silazane Moieties at Ruthenium: Different Extents of Ru–H–Si Bond Activation

  摘要：

  The coordination of pyridine-2-amino(methyl)dimethylsilane ligands to ruthenium has afforded access to a family of novel complexes that display multicenter Ru-H-Si interactions according to the number of incorporated ligands. The new complexes Ru[kappa-Si,N-(SiMe2)N(Me)(C5H4N)](eta(4)-C8H12)(eta(3)-C8H11) (1), Ru-2(mu-H)(2)(H)(2)[kappa-Si,N-(SiMe2)N(Me)(C3H4N)](4) (2), and Ru(H)[kappa-Si,N-(SiMe2)N(Me)(C5H4N)](3) (3) were isolated and fully characterized. The complexes exhibit different degrees of Si H activation: complete Si H cleavage, secondary interactions between the atoms (SISHA), and re-Si H coordination. Reversible protonation of 3 leading to the cationic complex [RuH{(t/2-HSiMe2)N(Me)kappa-N-(C3H4N)){kappa-Si,N-(SiMe2)N(Me)(C5H4N)}(2)](+)[BAr4F](-) (5) was also demonstrated. The coordination modes in these systems were carefully studied with a combination of X-ray and neutron diffraction analysis, DFT geometry optimization, and multinuclear NMR spectroscopy.

  DOI：

  10.1021/ic302682f
• 作为产物：
  描述：

  2-(甲氨基)吡啶 、 二甲基一氯硅烷 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.0h， 以81%的产率得到pyridine-2-amino(methyl)dimethylsilane
  参考文献：
  名称：

  Step-by-Step Introduction of Silazane Moieties at Ruthenium: Different Extents of Ru–H–Si Bond Activation

  摘要：

  The coordination of pyridine-2-amino(methyl)dimethylsilane ligands to ruthenium has afforded access to a family of novel complexes that display multicenter Ru-H-Si interactions according to the number of incorporated ligands. The new complexes Ru[kappa-Si,N-(SiMe2)N(Me)(C5H4N)](eta(4)-C8H12)(eta(3)-C8H11) (1), Ru-2(mu-H)(2)(H)(2)[kappa-Si,N-(SiMe2)N(Me)(C3H4N)](4) (2), and Ru(H)[kappa-Si,N-(SiMe2)N(Me)(C5H4N)](3) (3) were isolated and fully characterized. The complexes exhibit different degrees of Si H activation: complete Si H cleavage, secondary interactions between the atoms (SISHA), and re-Si H coordination. Reversible protonation of 3 leading to the cationic complex [RuH{(t/2-HSiMe2)N(Me)kappa-N-(C3H4N)){kappa-Si,N-(SiMe2)N(Me)(C5H4N)}(2)](+)[BAr4F](-) (5) was also demonstrated. The coordination modes in these systems were carefully studied with a combination of X-ray and neutron diffraction analysis, DFT geometry optimization, and multinuclear NMR spectroscopy.

  DOI：

  10.1021/ic302682f

文献信息

• Synthesis and reactivity of silyl iron hydride via Si H bond activation
  作者：Yaomin Shi、Xiaoyan Li、Tingting Zheng、Benjing Xue、Shumiao Zhang、Hongjian Sun、Olaf Fuhr、Dieter Fenske

  DOI：10.1016/j.ica.2016.10.017

  日期：2017.1

  Fe(acac)(N(κN-C5H4N)Me(SiMe2))(PMe3)3 (5). However, the insertion products Fe(η3-OCOH)(N(κN-C5H4N)Me(SiMe2))(PMe3)3 (6) and Fe(η3-Ph-NCOH)(N(κN-C5H4N)Me(SiMe2))(PMe3)3 (7) were formed through the insertion of the unsaturated bonds into Fe H bond. Complex 6 could also be synthesized through the substitution reaction of 2 with HCOOH. The molecular structures of complexes 2 and 4–7 were determined by single crystal

  摘要用配位体吡啶-2-氨基（甲基）-二甲基硅烷（1）合成氢化甲硅烷基铁。氢化铁（II）FeH（N（κN-C5H4N）Me（SiMe2））（PMe3）3（2）是通过1与Fe（PMe3）4的反应通过一个Si H键的活化和C的配位而获得的吡啶的氮原子。配合物2与卤代烷（CH3I和EtBr）的取代反应提供了配合物FeX（N（κN-C5H4N）Me（SiMe2））（PMe3）3（X = I（3）; Br（4））。配合物2与乙酰丙酮反应导致形成Fe（acac）（N（κN-C5H4N）Me（SiMe2））（PMe3）3（5）。但是，插入产物Fe（η3-OCOH）（N（κN-C5H4N）Me（SiMe2））（PMe3）3（6）和Fe（η3-Ph-NCOH）（N（κN-C5H4N）Me（SiMe2） ）（PMe3）3（7）是通过将不饱和键插入Fe H键形成的。配合物6也可以通过2与HCOOH的取代反应来合成。
• Step-by-Step Introduction of Silazane Moieties at Ruthenium: Different Extents of Ru–H–Si Bond Activation
  作者：Katharine A. Smart、Mary Grellier、Laure Vendier、Sax A. Mason、Silvia C. Capelli、Alberto Albinati、Sylviane Sabo-Etienne

  DOI：10.1021/ic302682f

  日期：2013.3.4

  The coordination of pyridine-2-amino(methyl)dimethylsilane ligands to ruthenium has afforded access to a family of novel complexes that display multicenter Ru-H-Si interactions according to the number of incorporated ligands. The new complexes Ru[kappa-Si,N-(SiMe2)N(Me)(C5H4N)](eta(4)-C8H12)(eta(3)-C8H11) (1), Ru-2(mu-H)(2)(H)(2)[kappa-Si,N-(SiMe2)N(Me)(C3H4N)](4) (2), and Ru(H)[kappa-Si,N-(SiMe2)N(Me)(C5H4N)](3) (3) were isolated and fully characterized. The complexes exhibit different degrees of Si H activation: complete Si H cleavage, secondary interactions between the atoms (SISHA), and re-Si H coordination. Reversible protonation of 3 leading to the cationic complex [RuH(t/2-HSiMe2)N(Me)kappa-N-(C3H4N))kappa-Si,N-(SiMe2)N(Me)(C5H4N)}(2)](+)[BAr4F](-) (5) was also demonstrated. The coordination modes in these systems were carefully studied with a combination of X-ray and neutron diffraction analysis, DFT geometry optimization, and multinuclear NMR spectroscopy.