tribromo(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-s-hydrindacen-4-yl)silane | 1292279-84-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: tribromo(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-s-hydrindacen-4-yl)silane
• 英文别名: Tribromo-(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-2,6-dihydro-s-indacen-4-yl)silane；tribromo-(1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-2,6-dihydro-s-indacen-4-yl)silane
• CAS: 1292279-84-5
• 化学式: C₂₄H₃₇Br₃Si
• 分子量: 593.355
• InChiKey: AYHCTINKIFDXJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  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， 反应 24.0h， 生成
  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

文献信息

• A Planar Rhombic Charge-Separated Tetrasilacyclobutadiene
  作者：Katsunori Suzuki、Tsukasa Matsuo、Daisuke Hashizume、Hiroyuki Fueno、Kazuyoshi Tanaka、Kohei Tamao

  DOI：10.1126/science.1199906

  日期：2011.3.11

  A stable silicon analog of a reactive, antiaromatic hydrocarbon has been synthesized and characterized. The cyclobutadiene (CBD) molecule C4H4 deviates from a high-symmetry square geometry to compensate for its antiaromatic electronic structure. Here, we report a CBD silicon analog, Si4(EMind)4 (1), stabilized by the bulky 1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-s-hydrindacen-4-yl (EMind) groups, obtained

  已合成并表征了一种稳定的反应性反芳香烃的硅类似物。环丁二烯 (CBD) 分子 C4H4 偏离高对称方形几何形状以补偿其反芳香电子结构。在这里，我们报告了一种 CBD 硅类似物 Si4(EMind)4 (1)，它由庞大的 1,1,7,7-四乙基-3,3,5,5-四甲基-s-hydrindacen-4-yl 稳定（ EMind) 基团，通过用三当量的萘化锂还原 (EMind)SiBr3 得到对空气和湿气敏感的橙色晶体。X 射线晶体学揭示了 Si4 四元环的平面和菱形结构，在硅原子处具有交替的金字塔形和平面配置。大的 29Si 化学位移差异 (Δδ > 350 ppm）在固态核磁共振谱中表明交替电荷分离结构的贡献。因此，化合物 1 的菱形电荷分离单线态以与键长交替形成鲜明对比的方式稳定其环状 4π 电子反芳香性，表征了碳基 CBD 的矩形畸变。
• Room-Temperature Dissociation of 1,2-Dibromodisilenes to Bromosilylenes
  作者：Katsunori Suzuki、Tsukasa Matsuo、Daisuke Hashizume、Kohei Tamao

  DOI：10.1021/ja209736d

  日期：2011.12.14

  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.