<(tert-butyldimethylsilyl)(2,6-xylylimino)methyl>trimethylstannane | 111351-73-6

• 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: <(tert-butyldimethylsilyl)(2,6-xylylimino)methyl>trimethylstannane
• 英文别名: <(tert-butyldimethylsilyl)(2,6-xylylimino)methyl>trimethylstanne；((2,6-xylylimino)(tert-butyldimethylsilyl)methyl)(trimethyl)stannane；1-[tert-butyl(dimethyl)silyl]-N-(2,6-dimethylphenyl)-1-trimethylstannylmethanimine
• CAS: 111351-73-6
• 化学式: C₁₈H₃₃NSiSn
• 分子量: 410.262
• InChiKey: JRSUKFUODSSOCM-UHFFFAOYSA-N

物化性质

• 沸点：
  388.7±52.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  <(tert-butyldimethylsilyl)(2,6-xylylimino)methyl>trimethylstannane 在 甲醇 、 正丁基锂 、 三氟甲烷磺酸甲酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.5h， 生成 1-(tert-butyldimethylsilyloxy)-1-cyclohexanecarbaldehyde
  参考文献：
  名称：

  N-Substituted organo(silyliminomethyl)stannanes: synthetic equivalent to organosilylcarbonyl anion and carbonyl dianion

  摘要：

  DOI：

  10.1021/ja00259a051

文献信息

• Conjugate addition of N-substituted organo(silyliminomethyl) copper(I) to α,β-unsaturated carbonyl compounds
  作者：Masahiro Murakami、Takaharu Matsuura、Yoshihiko Ito

  DOI：10.1016/s0040-4039(00)80094-5

  日期：1988.1

  The organocopper reagent prepared from [(2,6-xylylimino)-(trialkylsilyl) methylllithium undergoes the conjugate addition to α,β-unsaturated carbonyl compounds to produce γ-(2,6-xylylimino)-γ-(trialkylsilyl) carbonyl compounds or the organosilyl ethers of their enols.

  由[（2,6-二甲苯基）-（三烷基甲硅烷基）甲基锂制备的有机铜试剂经过共轭加成至α，β-不饱和羰基化合物以生成γ-（2,6-二甲苯基）-γ-（三烷基甲硅烷基）羰基化合物或烯醇的有机甲硅烷基醚。
• Palladium-catalyzed regular insertion of isonitriles into silicon-silicon linkage of polysilane
  作者：Yoshihiko. Ito、Takaharu. Matsuura、Masahiro. Murakami

  DOI：10.1021/ja00219a072

  日期：1988.5
• Palladium-catalyzed insertion of isocyanides into the silicon-silicon linkages of oligosilanes
  作者：Yoshihiko Ito、Michinori Suginome、Takaharu Matsuura、Masahiro Murakami

  DOI：10.1021/ja00023a043

  日期：1991.11

  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.
• MURAKAMI, MASAHIRO;MATSUURA, TAKAHARU;ITO, YOSHIHIKO, TETRAHEDRON LETT., 29,(1988) N 3, C. 355-358
  作者：MURAKAMI, MASAHIRO、MATSUURA, TAKAHARU、ITO, YOSHIHIKO

  DOI：——

  日期：——