1,3,5-tris((4-bromophenyl)ethynyl)benzene | 1019209-38-1

• 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-tris((4-bromophenyl)ethynyl)benzene
• 英文别名: 1,3,5-Tris((4-bromophenyl)ethynyl)benzene；1,3,5-tris[2-(4-bromophenyl)ethynyl]benzene
• CAS: 1019209-38-1
• 化学式: C₃₀H₁₅Br₃
• 分子量: 615.161
• InChiKey: AOXXLKFHYKWRCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  乙烯基二茂铁 、 1,3,5-tris((4-bromophenyl)ethynyl)benzene 在 palladium diacetate 、 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 为溶剂， 以51.2%的产率得到
  参考文献：
  名称：

  Synthesis of new star-like triply ferrocenylated compounds

  摘要：

  New ferrocenyl-subtituted compounds containing two different central cores (isocyanurate and 1,3,5-phenylene) and extended by two kinds of branches bearing both vinyl ferrocenyl (1 and 3) and cross-conjugated ferrocenyl-chalcone (2, 4 and 5) as endgroups have been synthetized and characterized both spectroscopically and electrochemically. These molecules have been synthesized in order to investigate the electronic properties imparted by both types of branches when they are connected to the central core. For all compounds, electrochemical studies have showed a simultaneous oxidation of all ferrocene units present in each compound. For all of them, except for compound 2, a chemically reversible oxidation wave on the voltammograms has been observed. In contrast, for compound 2, a chemically irreversible oxidation wave is obtained. Moreover, the vinyl ferrocenyl derivatives have presented a lower redox peak potential with respect to ferrocene standard compound, and the ferrocenyl-chalcone bearing derivatives, in accordance with a change in the electron releasing capability of these endgroups, have been oxidized at a higher potential.Bathochromic shifts of the active transitions in Uv-Vis region have been observed, which are associated to the presence of carbonyl groups in those molecular structures containing it. These results are in agreement with theoretically calculated transition energies, which have been obtained for compounds 1 and 2 using Time Dependent Density Functional Theory (TD-DFT).

  DOI：

  10.1016/j.ica.2018.10.038
• 作为产物：
  描述：

  1,3,5-三((三甲基甲硅烷基)乙炔基)苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 8.0h， 生成 1,3,5-tris((4-bromophenyl)ethynyl)benzene
  参考文献：
  名称：

  Bestowing structure upon the pores of a supramolecular network

  摘要：

  三角分子将超分子蜂窝网络的孔隙隔离成区块。

  DOI：

  10.1039/c4cc05934d

文献信息

• 1,3,5-Tris(functionalised-phenylethynyl)benzene–metal complexes: synthetic survey of mesoporous coordination polymers and investigation of their carbonisation
  作者：Norifumi Kobayashi、Masashi Kijima

  DOI：10.1039/b715550f

  日期：——

  A series of multicoordinate 1,3,5-tris(functionalised-phenylethynyl)benzenes (1–9) was synthesised, and coordination polymers were constructed from these organic linkers and copper ions in high yields. The carbonisation of the linkers 1–9 afforded a microporous carbon that shows type I adsorption–desorption isotherm. Although most of the coordination polymers prepared in this study turned out to be low porous materials, the coordination polymer 7e prepared from the reaction of 1,3,5-tris(4-carboxyphenylethynyl)benzene tripotassium salt (K37) and copper(II) nitrate was a microporous material in addition to the mesoporous materials (7c and 7d) prepared from the reaction of K37 with copper(II) acetate and copper(II) chloride, respectively. The carbonisation of the coordination polymers unexceptionally brought about an increase of micropore volume. A stepwise analysis of 7c pyrolysed at 350, 600, and 900 °C revealed that the mesoporosity hardly changed upon heat treatment, which in other words, demonstrates that microporosity could be successfully added to the mesoporous coordination polymer through the carbonisation process.

  合成了一系列多坐标的1,3,5-三（功能化苯乙炔基）苯（1–9），并从这些有机连接体和铜离子构建了高产率的配位聚合物。连接体1–9的炭化产出了表面展现出I型吸附-解吸等温线的微孔碳。尽管本研究中制备的大多数配位聚合物最终成为低孔材料，但通过1,3,5-三（4-羧基苯乙炔基）苯三钾盐（K37）与硝酸铜（II）反应生成的配位聚合物7e除了还得到了与K37分别与醋酸铜（II）和氯化铜（II）反应而制得的中孔材料（7c和7d）。配位聚合物的炭化无例外地导致微孔体积的增加。对在350、600和900 ℃下热解的7c进行的逐步分析揭示，热处理后中孔率几乎没有改变，换句话说，这表明微孔率可以通过炭化过程成功地添加到中孔配位聚合物中。
• π共役化合物およびその製造方法
  申请人：国立大学法人東京工業大学

  公开号：JP2017154988A

  公开（公告）日：2017-09-07

  【課題】多様な骨格を有するπ共役化合物およびその簡便な合成法を提供すること、並びに新規π共役化合物を提供する。【解決手段】本発明のπ共役化合物の製造方法は、非プロトン性溶媒の存在下、化合物Ａと化合物Ｂを混合して反応させ、得られたボレピン誘導体に対して、酸化反応させる工程を含むものである。化合物Ａは、少なくとも一方が炭素原子に直結したアルキニル基を含む化合物であり、化合物Ｂは、ハロゲン原子（但しフッ素原子を除く）またはトリフルオロメタンスルホニル基と、互いに結合して環を形成していてもよい２つのアリール基とがホウ素に直結したユニットを含む化合物である。【選択図】 なし

  【问题】提供具有多样骨架的π共轭化合物及其简便的合成方法，并提供新的π共轭化合物。 【解决方法】本发明的π共轭化合物的制备方法是在非质子性溶剂存在下，混合化合物A和化合物B进行反应，并包括对所得到的博莱品衍生物进行氧化反应的步骤。化合物A是至少含有一个直接连接到碳原子上的炔基的化合物，化合物B是含有与硼直接连接的单元的卤素原子（但不包括氟原子）或三氟甲磺酰基和可以形成环的两个芳基基团的化合物。 【选定图】无
• Bestowing structure upon the pores of a supramolecular network
  作者：Baharan Karamzadeh、Thomas Eaton、Izabela Cebula、David Muñoz Torres、Markus Neuburger、Marcel Mayor、Manfred Buck

  DOI：10.1039/c4cc05934d

  日期：——

  Trigonal molecules compartmentalise the pores of a supramolecular honeycomb network.

  三角分子将超分子蜂窝网络的孔隙隔离成区块。
• Synthesis of new star-like triply ferrocenylated compounds
  作者：Juan C. Santos、Franco Madrid-Moliné、Carlos A. Cisternas、Frédéric Paul、Carlos A. Escobar、Paola Jara-Ulloa、Alexander Trujillo

  DOI：10.1016/j.ica.2018.10.038

  日期：2019.2

  New ferrocenyl-subtituted compounds containing two different central cores (isocyanurate and 1,3,5-phenylene) and extended by two kinds of branches bearing both vinyl ferrocenyl (1 and 3) and cross-conjugated ferrocenyl-chalcone (2, 4 and 5) as endgroups have been synthetized and characterized both spectroscopically and electrochemically. These molecules have been synthesized in order to investigate the electronic properties imparted by both types of branches when they are connected to the central core. For all compounds, electrochemical studies have showed a simultaneous oxidation of all ferrocene units present in each compound. For all of them, except for compound 2, a chemically reversible oxidation wave on the voltammograms has been observed. In contrast, for compound 2, a chemically irreversible oxidation wave is obtained. Moreover, the vinyl ferrocenyl derivatives have presented a lower redox peak potential with respect to ferrocene standard compound, and the ferrocenyl-chalcone bearing derivatives, in accordance with a change in the electron releasing capability of these endgroups, have been oxidized at a higher potential.Bathochromic shifts of the active transitions in Uv-Vis region have been observed, which are associated to the presence of carbonyl groups in those molecular structures containing it. These results are in agreement with theoretically calculated transition energies, which have been obtained for compounds 1 and 2 using Time Dependent Density Functional Theory (TD-DFT).