trans-1-(tert-butyldimethylsilyl)-2,2-dimethyl-4-phenyl-3-isopropyl-1-aza-2-sila-cyclobutane | 137363-32-7

• 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: trans-1-(tert-butyldimethylsilyl)-2,2-dimethyl-4-phenyl-3-isopropyl-1-aza-2-sila-cyclobutane
• CAS: 137363-32-7
• 化学式: C₁₉H₃₅NSi₂
• 分子量: 333.665
• InChiKey: PRDRGBMSSIYZIC-QZTJIDSGSA-N

物化性质

• 沸点：
  361.0±45.0 °C(Predicted)
• 密度：
  0.91±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.28
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  trans-1-(tert-butyldimethylsilyl)-2,2-dimethyl-4-phenyl-3-isopropyl-1-aza-2-sila-cyclobutane 以 氘代甲苯 为溶剂， 反应 92.0h， 以90%的产率得到1,3-Bis(tert-butyldimethylsilyl)-2,2,4,4-tetramethyl-1,3-diaza-2,4-disilacyclobutan
  参考文献：
  名称：

  X-ray structural analysis and thermal decomposition of 1-aza-2-silacyclobutanes: a new route to silanimine species

  摘要：

  X-ray structural analysis of a 1-aza-2-silacyclobutane derivative, trans-1-(tert-butyldimethylsilyl)-2,2,4-tri-phenyl-3-isopropyl-1-aza-2-silacyc lobutane (1), has been carried out for the first time. The I-aza-2-silacyclobutane skeleton is of small angle strain, being nonplanar in relation to the nearly planar nitrogen atom, and has normal bond lengths, aside from the considerably long C-N bond. 1-Aza-2-silacyclobutanes undergo thermal decomposition around 200-degrees-C in toluene to form a silanimine species, R2Si = NR, and an olefin. The formation of silanimine has been confirmed by quantitative formation of the dimer and a 1:1 adduct with Me3SiOEt in the copyrolysis. The 3,4-trans and -cis isomers form trans and cis olefins, respectively. The decomposition rates obey the first-order rate law and decrease in the order 3,4-trans > 3,4-cis > 3,3,4-trisubstituted derivatives. The results are analyzed by the concerted [2s + 2a] cycloreversion mechanisms.

  DOI：

  10.1021/ja00027a028
• 作为产物：
  描述：

  1-tert-Butyl-1,1,3,3-tetramethyl-2-(3-methyl-1-phenyl-but-2-enyl)-disilazane 在 Pt Karstedt catalyst 作用下， 以 乙醚 、 xylene 为溶剂， 生成 trans-1-(tert-butyldimethylsilyl)-2,2-dimethyl-4-phenyl-3-isopropyl-1-aza-2-sila-cyclobutane
  参考文献：
  名称：

  X-ray structural analysis and thermal decomposition of 1-aza-2-silacyclobutanes: a new route to silanimine species

  摘要：

  X-ray structural analysis of a 1-aza-2-silacyclobutane derivative, trans-1-(tert-butyldimethylsilyl)-2,2,4-tri-phenyl-3-isopropyl-1-aza-2-silacyc lobutane (1), has been carried out for the first time. The I-aza-2-silacyclobutane skeleton is of small angle strain, being nonplanar in relation to the nearly planar nitrogen atom, and has normal bond lengths, aside from the considerably long C-N bond. 1-Aza-2-silacyclobutanes undergo thermal decomposition around 200-degrees-C in toluene to form a silanimine species, R2Si = NR, and an olefin. The formation of silanimine has been confirmed by quantitative formation of the dimer and a 1:1 adduct with Me3SiOEt in the copyrolysis. The 3,4-trans and -cis isomers form trans and cis olefins, respectively. The decomposition rates obey the first-order rate law and decrease in the order 3,4-trans > 3,4-cis > 3,3,4-trisubstituted derivatives. The results are analyzed by the concerted [2s + 2a] cycloreversion mechanisms.

  DOI：

  10.1021/ja00027a028

文献信息

• X-ray structural analysis and thermal decomposition of 1-aza-2-silacyclobutanes: a new route to silanimine species
  作者：Kohei Tamao、Yoshiki Nakagawa、Yoshihiko Ito

  DOI：10.1021/ja00027a028

  日期：1992.1

  X-ray structural analysis of a 1-aza-2-silacyclobutane derivative, trans-1-(tert-butyldimethylsilyl)-2,2,4-tri-phenyl-3-isopropyl-1-aza-2-silacyc lobutane (1), has been carried out for the first time. The I-aza-2-silacyclobutane skeleton is of small angle strain, being nonplanar in relation to the nearly planar nitrogen atom, and has normal bond lengths, aside from the considerably long C-N bond. 1-Aza-2-silacyclobutanes undergo thermal decomposition around 200-degrees-C in toluene to form a silanimine species, R2Si = NR, and an olefin. The formation of silanimine has been confirmed by quantitative formation of the dimer and a 1:1 adduct with Me3SiOEt in the copyrolysis. The 3,4-trans and -cis isomers form trans and cis olefins, respectively. The decomposition rates obey the first-order rate law and decrease in the order 3,4-trans > 3,4-cis > 3,3,4-trisubstituted derivatives. The results are analyzed by the concerted [2s + 2a] cycloreversion mechanisms.