3,4-benzo-1,2-dimethyl-1,2-diethyl-1,2-disilacyclobut-3-ene | 173408-94-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 3,4-benzo-1,2-dimethyl-1,2-diethyl-1,2-disilacyclobut-3-ene
• CAS: 173408-94-1
• 化学式: C₁₂H₂₀Si₂
• 分子量: 220.462
• InChiKey: YSHKRIDKTTZQLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.39
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  3,4-benzo-1,2-dimethyl-1,2-diethyl-1,2-disilacyclobut-3-ene 在 亚磷酸三苯酯 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 甲苯 为溶剂， 反应 14.0h， 以60%的产率得到4,5,7,8-dibenzo-1,2,3,6-tetramethyl-1,2,3,6-tetraethyl-1,2,3,6-tetrasilacycloocta-3,7-diene
  参考文献：
  名称：

  Palladium complex catalyzed SiSi bond metathesis dimerization of 3,4-benzo-1,2-dimethyl-1,2-diethyl-1,2-disilacyclobut-3-ene and isomerization of the resulting and relevant dimers

  摘要：

  Palladium-phosphine complex catalyzed Si-Si bond metathesis dimerization of 3,4-benzo-1,2-dimethyl-1,2-diethyl-1,2-disilacyclobut-3-ene (1b) took place at 80 degrees C to give 3,4,7,8-dibenzo-1,2,5,6-tetramethyl-1,2,5,6-tetraethyl-1,2,5,6-tetrasilacycloocta-3,7-diene (2b) and its isomer 4,5,7,8-dibenzo-1,2,3,6-tetramethyl-1,2,3,6-tetraethyl-1,2,3,6-tetrasilacycloocta-4,7-diene (3b). Higher temperatures or longer reaction times enhanced the selectivity for 3b relative to 2b; indicative of concomitant isomerization of initially formed 2b to 3b. Isomerization of 3,4,7,8-dibenzo-1,1,2,2,5,5,6,6-octamethyl-1,2,5,6-tetrasilacycloocta-3,7-diene (2a), analogous to 2b, also proceeded at 80 degrees C in the presence of Pd(PPh(3))(4). Besides 4,5,7,8-dibenzo-1,1,2,2,3,3,6,6-octamethyl-1,2,3,6-tetrasilacycloocta-4,7-diene (3a), 4,5-benzo-1,1,2,3,3-pentamethyl-2-(o-trimethylsilylphenyl)-1,2,3-trisilacyclopentene (4a), 3,4,6,7-dibenzo-1,1,2,2,5,5-hexamethyl-1,2,5-trisilacycloheptadiene (5a) and 4,5-benzo-1,1,2,2,3,3,-hexamethyl-1,2,3-trisilacyclopentene (6a) were also formed. Mechanisms of the dimerization of 1b and isomerization of 2a and 2b are discussed.

  DOI：

  10.1016/0022-328x(96)06318-8
• 作为产物：
  描述：

  1,2-Bis-(ethyl-methyl-silanyl)-benzene 在 sodium 、 palladium dichloride 作用下， 以 四氯化碳 、 甲苯 为溶剂， 生成 3,4-benzo-1,2-dimethyl-1,2-diethyl-1,2-disilacyclobut-3-ene
  参考文献：
  名称：

  Palladium complex catalyzed SiSi bond metathesis dimerization of 3,4-benzo-1,2-dimethyl-1,2-diethyl-1,2-disilacyclobut-3-ene and isomerization of the resulting and relevant dimers

  摘要：

  Palladium-phosphine complex catalyzed Si-Si bond metathesis dimerization of 3,4-benzo-1,2-dimethyl-1,2-diethyl-1,2-disilacyclobut-3-ene (1b) took place at 80 degrees C to give 3,4,7,8-dibenzo-1,2,5,6-tetramethyl-1,2,5,6-tetraethyl-1,2,5,6-tetrasilacycloocta-3,7-diene (2b) and its isomer 4,5,7,8-dibenzo-1,2,3,6-tetramethyl-1,2,3,6-tetraethyl-1,2,3,6-tetrasilacycloocta-4,7-diene (3b). Higher temperatures or longer reaction times enhanced the selectivity for 3b relative to 2b; indicative of concomitant isomerization of initially formed 2b to 3b. Isomerization of 3,4,7,8-dibenzo-1,1,2,2,5,5,6,6-octamethyl-1,2,5,6-tetrasilacycloocta-3,7-diene (2a), analogous to 2b, also proceeded at 80 degrees C in the presence of Pd(PPh(3))(4). Besides 4,5,7,8-dibenzo-1,1,2,2,3,3,6,6-octamethyl-1,2,3,6-tetrasilacycloocta-4,7-diene (3a), 4,5-benzo-1,1,2,3,3-pentamethyl-2-(o-trimethylsilylphenyl)-1,2,3-trisilacyclopentene (4a), 3,4,6,7-dibenzo-1,1,2,2,5,5-hexamethyl-1,2,5-trisilacycloheptadiene (5a) and 4,5-benzo-1,1,2,2,3,3,-hexamethyl-1,2,3-trisilacyclopentene (6a) were also formed. Mechanisms of the dimerization of 1b and isomerization of 2a and 2b are discussed.

  DOI：

  10.1016/0022-328x(96)06318-8