[1,3,5-benzenetriyltris(2,1-ethynediyl-4,1-phenylene-2,1-ethynediyl-4,1-phenylene-2,1-ethynediyl)]tris(trimethylsilane) | 210905-13-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: [1,3,5-benzenetriyltris(2,1-ethynediyl-4,1-phenylene-2,1-ethynediyl-4,1-phenylene-2,1-ethynediyl)]tris(trimethylsilane)
• 英文别名: 2-[4-[2-[4-[2-[3,5-Bis[2-[4-[2-[4-(2-trimethylsilylethynyl)phenyl]ethynyl]phenyl]ethynyl]phenyl]ethynyl]phenyl]ethynyl]phenyl]ethynyl-trimethylsilane
• CAS: 210905-13-8
• 化学式: C₆₉H₅₄Si₃
• 分子量: 967.444
• InChiKey: BXEZUKCCEQSKRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.77
• 重原子数：
  72
• 可旋转键数：
  18
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  [1,3,5-benzenetriyltris(2,1-ethynediyl-4,1-phenylene-2,1-ethynediyl-4,1-phenylene-2,1-ethynediyl)]tris(trimethylsilane) 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 以69%的产率得到1,3,5-tris[{4-[(4-ethynylphenyl)ethynyl]phenyl}ethynyl]benzene
  参考文献：
  名称：

  Modular Synthesis of Benzene-Centered Porphyrin Trimers and a Dendritic Porphyrin Hexamer

  摘要：

  Rigid, star-shaped D-3-symmetric arrays have been synthesized in which three porphyrin macrocycles are attached to the 1, 3, and 5 positions each of a benzene core through linkers consisting of collinear repetitive phenylethynyl units. Using the same methodology, a dendridic porphyrin hexamer having an external diameter of ca. 10 nm has been also obtained. By successive substitution of the three benzene positions, both a porphyrin trimer, the three linkers of which are of different length, and a starlike porphyrin, in which the complexed metal ions are different from each other, have been synthesized. The latter is the first example of a prochiral arrangement of metal ions in a D-3-symmetric ligand. To investigate their capability of forming ordered self-assembled monolayers on gold substrates, some of the porphyrin trimers and the dendritic porphyrin hexamer described in this work bear meta-thioanisole units at the apical positions. Analogously to similar multiporphyrin systems described in the Literature, in which, however, the chromophores were arranged collinearly, the interaction between the chromophores of the multiporphyrin arrays described in this work is negligible, in the ground state, while effective energy transfer takes place in the singlet excited state.

  DOI：

  10.1021/jo980846+
• 作为产物：
  描述：

  (4-碘苯基乙炔)三甲基硅烷 在 四(三苯基膦)钯 copper(l) iodide 、 三乙胺 、 碘甲烷 作用下， 以 甲苯 为溶剂， 反应 36.0h， 生成 [1,3,5-benzenetriyltris(2,1-ethynediyl-4,1-phenylene-2,1-ethynediyl-4,1-phenylene-2,1-ethynediyl)]tris(trimethylsilane)
  参考文献：
  名称：

  Modular Synthesis of Benzene-Centered Porphyrin Trimers and a Dendritic Porphyrin Hexamer

  摘要：

  Rigid, star-shaped D-3-symmetric arrays have been synthesized in which three porphyrin macrocycles are attached to the 1, 3, and 5 positions each of a benzene core through linkers consisting of collinear repetitive phenylethynyl units. Using the same methodology, a dendridic porphyrin hexamer having an external diameter of ca. 10 nm has been also obtained. By successive substitution of the three benzene positions, both a porphyrin trimer, the three linkers of which are of different length, and a starlike porphyrin, in which the complexed metal ions are different from each other, have been synthesized. The latter is the first example of a prochiral arrangement of metal ions in a D-3-symmetric ligand. To investigate their capability of forming ordered self-assembled monolayers on gold substrates, some of the porphyrin trimers and the dendritic porphyrin hexamer described in this work bear meta-thioanisole units at the apical positions. Analogously to similar multiporphyrin systems described in the Literature, in which, however, the chromophores were arranged collinearly, the interaction between the chromophores of the multiporphyrin arrays described in this work is negligible, in the ground state, while effective energy transfer takes place in the singlet excited state.

  DOI：

  10.1021/jo980846+

文献信息

• Modular Synthesis of Benzene-Centered Porphyrin Trimers and a Dendritic Porphyrin Hexamer
  作者：Olivier Mongin、Cyril Papamicaël、Nicolas Hoyler、Albert Gossauer

  DOI：10.1021/jo980846+

  日期：1998.8.1

  Rigid, star-shaped D-3-symmetric arrays have been synthesized in which three porphyrin macrocycles are attached to the 1, 3, and 5 positions each of a benzene core through linkers consisting of collinear repetitive phenylethynyl units. Using the same methodology, a dendridic porphyrin hexamer having an external diameter of ca. 10 nm has been also obtained. By successive substitution of the three benzene positions, both a porphyrin trimer, the three linkers of which are of different length, and a starlike porphyrin, in which the complexed metal ions are different from each other, have been synthesized. The latter is the first example of a prochiral arrangement of metal ions in a D-3-symmetric ligand. To investigate their capability of forming ordered self-assembled monolayers on gold substrates, some of the porphyrin trimers and the dendritic porphyrin hexamer described in this work bear meta-thioanisole units at the apical positions. Analogously to similar multiporphyrin systems described in the Literature, in which, however, the chromophores were arranged collinearly, the interaction between the chromophores of the multiporphyrin arrays described in this work is negligible, in the ground state, while effective energy transfer takes place in the singlet excited state.