3-<(2,6-diisopropylphenyl)imino>-2,2,4,4-tetramethyl-2,4-disilapentane | 136213-18-8

• 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: 3-<(2,6-diisopropylphenyl)imino>-2,2,4,4-tetramethyl-2,4-disilapentane
• 英文别名: bis(trimethylsilyl)methane；N-[2,6-di(propan-2-yl)phenyl]-1,1-bis(trimethylsilyl)methanimine
• CAS: 136213-18-8
• 化学式: C₁₉H₃₅NSi₂
• 分子量: 333.665
• InChiKey: WYWNKUOXTUHFSS-UHFFFAOYSA-N

物化性质

• 沸点：
  371.7±52.0 °C(Predicted)
• 密度：
  0.86±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.76
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-<(2,6-diisopropylphenyl)imino>-2,2,4,4-tetramethyl-2,4-disilapentane 在 MeI 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 aluminum;bis(trimethylsilyl)methyl-[2,6-di(propan-2-yl)phenyl]azanide;oxolane;diiodide
  参考文献：
  名称：

  Synthesis and Characterization of the Monomeric Vicinal Dianion Li₂(THF)₃[ArNC(SiMe₃)₂] and the Aluminum and Lithium Derivatives of the Amido Ligand [ArNCH(SiMe₃)₂]⁻

  摘要：

  Reaction of the imine ArNC(SiMe3)(2) (1; Ar = 2,6-iPr(2)C(6)H(3)) with LiAlH4 in THF resulted in the formation of the dimeric hydroaluminate [(THF)(2)LiH3AlL](2) (2; L = [ArNCH(SiMe3)(2)](-)). 2 reacted with CH3I to give the monomeric aluminum dihydride LAlH2(THF) (3), which can be converted to the diiodide LAlI2(THF) (4) upon treatment with 2 equiv of Me3SiI. The quasi two-coordinate lithium amide Li(OEt2)L (8) with an intramolecular CH-Li interaction was obtained by the deprotonation of the corresponding amine LH (5) generated from hydrolysis of 2. Reduction of 1 with lithium in THF resulted in the first structurally characterized monomeric C-N vicinal dianion, Li-2(THF)(3)[ArNC(SiMe3)(2)] (6), and the monomeric lithium amide Li(THF)(2)L (7).

  DOI：

  10.1021/om700972a
• 作为产物：
  描述：

  六甲基二硅烷 、 2-异氰基-1,3-二异丙基苯 在 palladium diacetate 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以81%的产率得到3-<(2,6-diisopropylphenyl)imino>-2,2,4,4-tetramethyl-2,4-disilapentane
  参考文献：
  名称：

  Palladium-catalyzed insertion of isocyanides into the silicon-silicon linkages of oligosilanes

  摘要：

  Full details of a study on the reactions of oligosilanes with isocyanides promoted by a palladium catalyst are described. Heating a mixture of oligosilanes and excess 2,6-disubstituted aryl isocyanide in the presence of palladium(II) acetate led to the complete insertion of isocyanide into all silicon-silicon linkages, giving oligo(silylimine) derivatives. The oligo(silylimine)s have been isolated and characterized so far in the complete insertion reaction with oligosilanes up to a hexasilane. Use of the limiting amount of isocyanide permitted insertion of isocyanide into predominantly the terminal silicon-silicon linkages. The mode of the insertion reaction depends on the substituent at the silicon, e.g., tetrasilanes with phenyl groups on the internal silicon atoms favorably underwent the insertion reaction at the terminal silicon-silicon linkages, resulting in the partial insertion. The bulkiness of the ortho substituents on the aromatic isocyanide was also found to have much influence on the insertion; hence, 2,6-diisopropylphenyl isocyanide favored the partial insertion. New skeletal rearrangement of oligosilanes took place in a palladium-catalyzed reaction of substituted aryl isocyanide with tetra- and hexasilanes, forming 3,3-bis(silyl)-l-aza-2, 4-disilacyclobutane derivatives. The rearrangement, which is unique and intriguing in that the product is properly reconstituted from four fragments of the tetrasilane and two fragments of the isocyanide, was promoted in the copresence of a tert-alkyl isocyanide.

  DOI：

  10.1021/ja00023a043

文献信息

• New Synthetic Access to 1,3-Diaza-5-sila-2-boracyclohexane Frameworks by the Reaction of Borane with Bis[(N-arylimino)organosilylmethyl]silanes
  作者：Yoshihiko Ito、Michinori Suginome、Masahiro Murakami

  DOI：10.3987/com-96-s35

  日期：——
• Photolysis of Bis(organosilyl)imines
  作者：Akira Matsumoto、Yoshihiko Ito

  DOI：10.1021/jo991443s

  日期：2000.1.1