1,4-bis(4-((trimethylsilyl)ethynyl)phenyl)piperazine | 1422043-19-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1,4-bis(4-((trimethylsilyl)ethynyl)phenyl)piperazine
• CAS: 1422043-19-3
• 化学式: C₂₆H₃₄N₂Si₂
• 分子量: 430.74
• InChiKey: KZSYCOBKGRYFTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.47
• 重原子数：
  30.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  6.48
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,4-bis(4-((trimethylsilyl)ethynyl)phenyl)piperazine 在 potassium carbonate 作用下， 以86%的产率得到1,4-bis(4-ethynylphenyl)piperazine
  参考文献：
  名称：

  Photoinduced Electron Transfer as a Probe for the Folding Behavior of Dimethylsilylene-Spaced Alternating Donor–Acceptor Oligomers and Polymers

  摘要：

  A series of oligomers and polymers having dimethylsilylene-spaced alternating 4-aminostyrene donor and stilbene acceptor chromophores (two to one) are regioselectively synthesized, and the two donor chromophores are separated by different bridges between two donors. Photophysical tools have been used to examine the folding behavior of these copolymers. Both steady-state and time-resolved fluorescence spectroscopic measurements were examined. The relative intensities (I-CT/I-LE) between emission from charge-separated state (CT emission) and local excited emission of acceptor chromophore (LE emission) increase with increasing number of repeating units, and reach a plateau, when the linkers between the two aminostyrene chromophores are trimethylene bridges. Replacements of these by dimethylene or tetramethylene linker reduce the relative intensities of CT emission of the polymers, owing to the different folding behavior of these polymers. The CT emission intensity of the polymer with rigid piperazine linkers is much lower than that with trimethylene-bridged copolymer of the same degree of polymerization. Slight conformational change of these polymers would lead to slight variation of the distance between donor and acceptor chromophores so that the nonadiabatic interactions in the excited state between donor-acceptor pairs in these oligomers and polymers would be perturbed by such change of conformations.

  DOI：

  10.1021/ma302381y
• 作为产物：
  描述：

  1,4-二苯基哌嗪 在 bis-triphenylphosphine-palladium(II) chloride 、 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 作用下， 以 氯仿 为溶剂， 生成 1,4-bis(4-((trimethylsilyl)ethynyl)phenyl)piperazine
  参考文献：
  名称：

  Photoinduced Electron Transfer as a Probe for the Folding Behavior of Dimethylsilylene-Spaced Alternating Donor–Acceptor Oligomers and Polymers

  摘要：

  A series of oligomers and polymers having dimethylsilylene-spaced alternating 4-aminostyrene donor and stilbene acceptor chromophores (two to one) are regioselectively synthesized, and the two donor chromophores are separated by different bridges between two donors. Photophysical tools have been used to examine the folding behavior of these copolymers. Both steady-state and time-resolved fluorescence spectroscopic measurements were examined. The relative intensities (I-CT/I-LE) between emission from charge-separated state (CT emission) and local excited emission of acceptor chromophore (LE emission) increase with increasing number of repeating units, and reach a plateau, when the linkers between the two aminostyrene chromophores are trimethylene bridges. Replacements of these by dimethylene or tetramethylene linker reduce the relative intensities of CT emission of the polymers, owing to the different folding behavior of these polymers. The CT emission intensity of the polymer with rigid piperazine linkers is much lower than that with trimethylene-bridged copolymer of the same degree of polymerization. Slight conformational change of these polymers would lead to slight variation of the distance between donor and acceptor chromophores so that the nonadiabatic interactions in the excited state between donor-acceptor pairs in these oligomers and polymers would be perturbed by such change of conformations.

  DOI：

  10.1021/ma302381y