Si(i)Pr[CH(SiMe3)2]2(1,3,4,5-tetramethylimidazol-2-ylidene)Si=SiSi(i)Pr[CH(SiMe3)2]2 | 1250388-52-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Si(i)Pr[CH(SiMe3)2]2(1,3,4,5-tetramethylimidazol-2-ylidene)Si=SiSi(i)Pr[CH(SiMe3)2]2
• 英文别名: [Bis[bis(trimethylsilyl)methyl]-propan-2-ylsilyl]-[[bis[bis(trimethylsilyl)methyl]-propan-2-ylsilyl]-(1,3,4,5-tetramethylimidazol-1-ium-2-yl)silylidene]silanide
• CAS: 1250388-52-3
• 化学式: C₄₁H₁₀₂N₂Si₁₂
• 分子量: 960.3
• InChiKey: CKSQKNHXRLOWLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.16
• 重原子数：
  55
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Si(i)Pr[CH(SiMe3)2]2(1,3,4,5-tetramethylimidazol-2-ylidene)Si=SiSi(i)Pr[CH(SiMe3)2]2 、 zinc(II) chloride 以 甲苯 为溶剂， 生成 (Si(i)Pr[CH(SiMe3)2]2(1,3,4,5-tetramethylimidazol-2-ylidene)Si=SiSi(i)Pr[CH(SiMe3)2]2)ZnCl2
  参考文献：
  名称：

  An N-Heterocyclic Carbene−Disilyne Complex and Its Reactivity toward ZnCl₂

  摘要：

  The reaction of disilyne 1 with 1,3,4,5-tetramethylimidazol-2-ylidene (an N-heterocyclic carbene, NHC) produced the disilyne-NHC complex 2, RLSi=SiR: (R = (SiPr)-Pr-i[CH(SiMe3)(2)](2), L = NHC), with a trans geometry of the Si-Si moiety and lone-pair electrons residing on one of the double-bonded Si atoms. Upon complexation of 2 with ZnCl2, the disilyne-NHC-ZnCl2 complex 3 was produced, in which the Si-Si bond adopted the cis geometry.

  DOI：

  10.1021/ja107160g
• 作为产物：
  描述：

  1,1,4,4-tetrakis[bis(trimethylsilyl)methyl]-1,4-diisopropyltetrasila-2-yne 、 1,3,4,5-tetramethylimidazol-2-ylidene 以 正己烷 为溶剂， 以81%的产率得到Si(i)Pr[CH(SiMe3)2]2(1,3,4,5-tetramethylimidazol-2-ylidene)Si=SiSi(i)Pr[CH(SiMe3)2]2
  参考文献：
  名称：

  An N-Heterocyclic Carbene−Disilyne Complex and Its Reactivity toward ZnCl₂

  摘要：

  The reaction of disilyne 1 with 1,3,4,5-tetramethylimidazol-2-ylidene (an N-heterocyclic carbene, NHC) produced the disilyne-NHC complex 2, RLSi=SiR: (R = (SiPr)-Pr-i[CH(SiMe3)(2)](2), L = NHC), with a trans geometry of the Si-Si moiety and lone-pair electrons residing on one of the double-bonded Si atoms. Upon complexation of 2 with ZnCl2, the disilyne-NHC-ZnCl2 complex 3 was produced, in which the Si-Si bond adopted the cis geometry.

  DOI：

  10.1021/ja107160g

文献信息

• [[(Me₃Si)₂CH]₂^<i>i</i>PrSi(NHC)Si═Si(Me)Si^<i>i</i>Pr[CH(SiMe₃)₂]₂]⁺: A Molecule with Disilenyl Cation Character
  作者：Torahiko Yamaguchi、Matthew Asay、Akira Sekiguchi

  DOI：10.1021/ja210669n

  日期：2012.1.18

  cation 2 [RLSi═SiRMe](+), which is the first example of a base-stabilized heavy group 14 element analogue with vinyl cation character. Cation 2 has been fully characterized by multinuclear NMR spectroscopy and X-ray diffraction analysis. The molecular structure indicates that there are significant contributions from the NHC-stabilized cationic resonance structure 2A, the disilene-like structure 2B, and

  二甲硅烷-NHC 络合物 1 [RLSi=SiR: (R = Si(i)Pr[CH(SiMe(3))(2)](2), L = NHC)] 与 MeOTf 反应得到阳离子 2 [RLSi =SiRMe](+)，这是第一个具有乙烯基阳离子特征的碱稳定重基 14 元素类似物的例子。阳离子 2 已通过多核 NMR 光谱和 X 射线衍射分析得到充分表征。分子结构表明，NHC 稳定的阳离子共振结构 2A、类二硅烯结构 2B 有显着贡献，甚至类亚硅基结构 2C 也有一些贡献。