1-(2,6-diisopropylphenyl)-3-(heptamethyltrisilyl)-2,2,4,4-tetramethyl-3-(trimethylsilyl)-1-aza-2,4-disilacyclobutane | 136213-33-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢异喹啉
• 英文名称: 1-(2,6-diisopropylphenyl)-3-(heptamethyltrisilyl)-2,2,4,4-tetramethyl-3-(trimethylsilyl)-1-aza-2,4-disilacyclobutane
• CAS: 136213-33-7
• 化学式: C₂₇H₅₉NSi₆
• 分子量: 566.285
• InChiKey: GJNSURWSVCOLLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.77
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  hexadecamethylhexasilane 、 2-异氰基-1,3-二异丙基苯 在 1,1,3,3-四甲基丁基异腈 、 palladium diacetate 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以15%的产率得到1-(2,6-diisopropylphenyl)-3-(heptamethyltrisilyl)-2,2,4,4-tetramethyl-3-(trimethylsilyl)-1-aza-2,4-disilacyclobutane
  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