Bromo-(4-pyrrolidin-1-ylpyridin-1-ium-1-yl)-(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-2,6-dihydro-s-indacen-4-yl)silanide | 1349883-23-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: Bromo-(4-pyrrolidin-1-ylpyridin-1-ium-1-yl)-(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-2,6-dihydro-s-indacen-4-yl)silanide
• CAS: 1349883-23-3
• 化学式: C₃₃H₄₉BrN₂Si
• 分子量: 581.755
• InChiKey: OEDPZEHALQSASL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.69
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  7.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Bromo-(4-pyrrolidin-1-ylpyridin-1-ium-1-yl)-(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-2,6-dihydro-s-indacen-4-yl)silanide 在 4-吡咯烷基吡啶 作用下， 以 四氢呋喃 、 氘代苯 为溶剂， 反应 1.0h， 生成 (E)-1-bromo-2-phenyl-1,2-bis(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-s-hydrindacen-4-yl)disilene
  参考文献：
  名称：

  Room-Temperature Dissociation of 1,2-Dibromodisilenes to Bromosilylenes

  摘要：

  A room-temperature dynamic equilibrium between dibromodisilenes and bromosilylenes has been demonstrated by taking advantage of the steric protection using the fused-ring bulky 1,1,3,3,5,5,7,7-octa-R-s-hydrindacen-4-yl (Rind) groups. Although the bromosilylenes cannot be directly observed by spectroscopic methods, the thermal homolytic cleavage of the Si=Si double bond has been confirmed by a pseudo-first-order kinetics for the trapping with bis(trimethylsilyl)acetylene and a crossover reaction using two kinds of Rind-substituted dibromodisilenes. The addition of 4-pyrrolidinopyridine (PPy) to the dibromodisilene leads to an equilibrium mixture between the dibromodisilene and a PPy adduct of bromosilylene, the latter being isolated and characterized. The substitution of the bromine atom in the dibromodisilene by the Grignard reagent is significantly accelerated by the addition of PPy.

  DOI：

  10.1021/ja209736d
• 作为产物：
  描述：

  tribromo(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-s-hydrindacen-4-yl)silane 在 萘 、 lithium 作用下， 以 四氢呋喃 、 氘代苯 为溶剂， 生成 Bromo-(4-pyrrolidin-1-ylpyridin-1-ium-1-yl)-(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-2,6-dihydro-s-indacen-4-yl)silanide
  参考文献：
  名称：

  Room-Temperature Dissociation of 1,2-Dibromodisilenes to Bromosilylenes

  摘要：

  A room-temperature dynamic equilibrium between dibromodisilenes and bromosilylenes has been demonstrated by taking advantage of the steric protection using the fused-ring bulky 1,1,3,3,5,5,7,7-octa-R-s-hydrindacen-4-yl (Rind) groups. Although the bromosilylenes cannot be directly observed by spectroscopic methods, the thermal homolytic cleavage of the Si=Si double bond has been confirmed by a pseudo-first-order kinetics for the trapping with bis(trimethylsilyl)acetylene and a crossover reaction using two kinds of Rind-substituted dibromodisilenes. The addition of 4-pyrrolidinopyridine (PPy) to the dibromodisilene leads to an equilibrium mixture between the dibromodisilene and a PPy adduct of bromosilylene, the latter being isolated and characterized. The substitution of the bromine atom in the dibromodisilene by the Grignard reagent is significantly accelerated by the addition of PPy.

  DOI：

  10.1021/ja209736d