5-(4-ethynylphenyl)-10,15,20-trimesitylporphinatocopper(II) | 873848-56-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(4-ethynylphenyl)-10,15,20-trimesitylporphinatocopper(II)
• CAS: 873848-56-7
• 化学式: C₅₅H₄₆CuN₄
• 分子量: 826.543
• InChiKey: NCVBOYMXVIZOMU-ASXJZOOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  5-(4-ethynylphenyl)-10,15,20-trimesitylporphinatocopper(II) 、 1-(4-bromophenyl)-1,1,1-tris[4-(S-acetylthiomethyl)phenyl]methane 在 tris(dibenzylideneacetone)dipalladium (0) 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 甲苯 为溶剂， 以34%的产率得到5-[4-[2-[4-[1,1,1-tris[4-(S-acetylthiomethyl)phenyl]methyl]phenyl]ethynyl]phenyl]-10,15,20-trimesitylporphinatocopper(II)
  参考文献：
  名称：

  Adsorption Characteristics of Tripodal Thiol-Functionalized Porphyrins on Gold

  摘要：

  X-ray photoelectron and Fourier transform infrared spectroscopy studies are reported for self-assembled monolayers (SAMs) of two tripodal thiol-functionalized metalloporphyrins (Zn and Cu) and three benchmark tripods on gold substrates. The tripodal unit common to all five molecules is 1-(phenyl)-1,1,1-tris(4-mercaptomethylphenyl)methane (Tpd). Both porphyrins contain S-acetyl-protected thiols and are linked to the 4-position of the phenyl ring of Tpd via a phenylethyne group. The benchmark molecules include (1) two tripods containing a bromine atom at the 4-position of the apical phenyl ring, one a free thiol and the other its S-acetyl-protected analogue, and (2) a S-acetyl-protected tripod containing a phenylethyne unit at the 4-position of the apical phenyl group. Together, the spectroscopic studies reveal that none of the five tripodal molecules bond to the gold surface via all three sulfur atoms. Instead, the average number of bound thiols ranges from 1.5 to 2, with the porphyrinic molecules generally falling at the middle to upper end of the range and the smallest benchmark tripods falling at the lower end. Similar surface binding is found for the S-acetyl-protected and free benchmark tripods, indicating that the presence of the protecting group does not influence binding. Furthermore, the surface binding characteristics of the SAMs are not sensitive to deposition conditions such as solvent type, deposition time, or temperature of the solution.

  DOI：

  10.1021/jp0537005
• 作为产物：
  描述：

  5,10,15-trimesityl-20-[4-(3-methyl-3-hydroxybut-1-yn-1-yl)phenyl]porphinatocopper(II) 在 sodium hydroxide 作用下， 以 甲苯 为溶剂， 以99%的产率得到5-(4-ethynylphenyl)-10,15,20-trimesitylporphinatocopper(II)
  参考文献：
  名称：

  Adsorption Characteristics of Tripodal Thiol-Functionalized Porphyrins on Gold

  摘要：

  X-ray photoelectron and Fourier transform infrared spectroscopy studies are reported for self-assembled monolayers (SAMs) of two tripodal thiol-functionalized metalloporphyrins (Zn and Cu) and three benchmark tripods on gold substrates. The tripodal unit common to all five molecules is 1-(phenyl)-1,1,1-tris(4-mercaptomethylphenyl)methane (Tpd). Both porphyrins contain S-acetyl-protected thiols and are linked to the 4-position of the phenyl ring of Tpd via a phenylethyne group. The benchmark molecules include (1) two tripods containing a bromine atom at the 4-position of the apical phenyl ring, one a free thiol and the other its S-acetyl-protected analogue, and (2) a S-acetyl-protected tripod containing a phenylethyne unit at the 4-position of the apical phenyl group. Together, the spectroscopic studies reveal that none of the five tripodal molecules bond to the gold surface via all three sulfur atoms. Instead, the average number of bound thiols ranges from 1.5 to 2, with the porphyrinic molecules generally falling at the middle to upper end of the range and the smallest benchmark tripods falling at the lower end. Similar surface binding is found for the S-acetyl-protected and free benchmark tripods, indicating that the presence of the protecting group does not influence binding. Furthermore, the surface binding characteristics of the SAMs are not sensitive to deposition conditions such as solvent type, deposition time, or temperature of the solution.

  DOI：

  10.1021/jp0537005