1,4-bis(dimethyl-3-pyridylsilyl)benzene | 1009643-37-1

• 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: 1,4-bis(dimethyl-3-pyridylsilyl)benzene
• 英文别名: m-psb；[4-[Dimethyl(pyridin-3-yl)silyl]phenyl]-dimethyl-pyridin-3-ylsilane；[4-[dimethyl(pyridin-3-yl)silyl]phenyl]-dimethyl-pyridin-3-ylsilane
• CAS: 1009643-37-1
• 化学式: C₂₀H₂₄N₂Si₂
• 分子量: 348.595
• InChiKey: DUTAKUDJICMNCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  dichloro(cycloocta-1,5-diene)palladium (II) 、 1,4-bis(dimethyl-3-pyridylsilyl)benzene 以 乙醇 、 丙酮 为溶剂， 以68%的产率得到[PdCl2(m-psb)]2
  参考文献：
  名称：

  Subtle Ring-Constraint Effects on the Formation of Metallacycles. Cyclodimer versus Cyclotrimer of Bis(chloro)-1,4-bis(dimethyl-3 or 4-pyridylsilyl)benzenepalladium(II) Complexes

  摘要：

  Stepwise modulation of the ring size of metallacyclic compounds via subtle ring-constraint effects has been established. The reactions of (COD)PdCl2 with p- or m-psb ligand [COD = 1,5-cyclooctadiene; p-psb = 1,4-bis(dimethyl-4-pyridylsilyl)benzene; m-psb = 1,4-bis(dimethyl-3-pyridylsilyl)benzene] in a mixture of acetone and ethanol at room temperature produce the metallacyclodimers [PdCl2(p- or m-psb)](2). The cyclodimeric species of [PdCl2(p-psb)](2) at the boiling temperature or via the sonication of the chloroform solution is completely converted to the cyclotrimer [PdCl2(p-psb)](3). Direct reaction of (COD)PdCl2 with p-psb in a mixture of acetone and ethanol at reflux temperature yields the same trimer, [PdCl2(p-psb)](3). Furthermore, equilibria between the kinetic product, [PdCl2(p-psb)](2), and the thermodynamic product, [PdCl2(p-psb)](3), have been observed in NN-dimethylformamide as well as in dimethyl sulfoxide. In contrast, the cyclodimeric structure of [PdCl2(m-psb)](2) is retained under the same treatment conditions for 40 h; that is, the trimeric species, [PdCl2(m-psb)](3), is not formed. Such a notable difference between [PdCl2(p-psb)](2) and [PdCl2(m-psb)](2) might be explained by their different angle constraints.

  DOI：

  10.1021/ic701489p

文献信息

• Subtle Ring-Constraint Effects on the Formation of Metallacycles. Cyclodimer versus Cyclotrimer of Bis(chloro)-1,4-bis(dimethyl-3 or 4-pyridylsilyl)benzenepalladium(II) Complexes
  作者：Young Mee Na、Tae Hwan Noh、In Sung Chun、Young-A Lee、Jongki Hong、Ok-Sang Jung

  DOI：10.1021/ic701489p

  日期：2008.2.18

  Stepwise modulation of the ring size of metallacyclic compounds via subtle ring-constraint effects has been established. The reactions of (COD)PdCl2 with p- or m-psb ligand [COD = 1,5-cyclooctadiene; p-psb = 1,4-bis(dimethyl-4-pyridylsilyl)benzene; m-psb = 1,4-bis(dimethyl-3-pyridylsilyl)benzene] in a mixture of acetone and ethanol at room temperature produce the metallacyclodimers [PdCl2(p- or m-psb)](2). The cyclodimeric species of [PdCl2(p-psb)](2) at the boiling temperature or via the sonication of the chloroform solution is completely converted to the cyclotrimer [PdCl2(p-psb)](3). Direct reaction of (COD)PdCl2 with p-psb in a mixture of acetone and ethanol at reflux temperature yields the same trimer, [PdCl2(p-psb)](3). Furthermore, equilibria between the kinetic product, [PdCl2(p-psb)](2), and the thermodynamic product, [PdCl2(p-psb)](3), have been observed in NN-dimethylformamide as well as in dimethyl sulfoxide. In contrast, the cyclodimeric structure of [PdCl2(m-psb)](2) is retained under the same treatment conditions for 40 h; that is, the trimeric species, [PdCl2(m-psb)](3), is not formed. Such a notable difference between [PdCl2(p-psb)](2) and [PdCl2(m-psb)](2) might be explained by their different angle constraints.