5-[4-[4-[4-(3,5-Dicarboxyphenyl)phenyl]phenyl]phenyl]benzene-1,3-dicarboxylic acid | 1119195-96-8

• 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-[4-[4-(3,5-Dicarboxyphenyl)phenyl]phenyl]phenyl]benzene-1,3-dicarboxylic acid
• 英文别名: 5-[4-[4-[4-(3,5-dicarboxyphenyl)phenyl]phenyl]phenyl]benzene-1,3-dicarboxylic acid
• CAS: 1119195-96-8
• 化学式: C₃₄H₂₂O₈
• 分子量: 558.544
• InChiKey: LIMPKYDPTYAKMA-UHFFFAOYSA-N

物化性质

• 沸点：
  964.8±65.0 °C(Predicted)
• 密度：
  1.393±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  149
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5-[4-[4-[4-(3,5-Dicarboxyphenyl)phenyl]phenyl]phenyl]benzene-1,3-dicarboxylic acid 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  基于四苯乙烯的多组分金属包合物的等网状制备用于光驱动制氢

  摘要：

  以TPE衍生物为面，不同的四羧酸配体为柱，制备了一系列异网状四苯乙烯（TPE）基多元金属络合物。将基于TPE的光敏剂和开放Re催化位点集成到单个金属笼中促进了金属笼内的定向电子转移，提供了良好的光催化制氢性能。

  DOI：

  10.1002/anie.202311137
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 生成 5-[4-[4-[4-(3,5-Dicarboxyphenyl)phenyl]phenyl]phenyl]benzene-1,3-dicarboxylic acid
  参考文献：
  名称：

  基于四苯乙烯的多组分金属包合物的等网状制备用于光驱动制氢

  摘要：

  以TPE衍生物为面，不同的四羧酸配体为柱，制备了一系列异网状四苯乙烯（TPE）基多元金属络合物。将基于TPE的光敏剂和开放Re催化位点集成到单个金属笼中促进了金属笼内的定向电子转移，提供了良好的光催化制氢性能。

  DOI：

  10.1002/anie.202311137

文献信息

• High Capacity Hydrogen Adsorption in Cu(II) Tetracarboxylate Framework Materials: The Role of Pore Size, Ligand Functionalization, and Exposed Metal Sites
  作者：Xiang Lin、Irvin Telepeni、Alexander J. Blake、Anne Dailly、Craig M. Brown、Jason M. Simmons、Marco Zoppi、Gavin S. Walker、K. Mark Thomas、Timothy J. Mays、Peter Hubberstey、Neil R. Champness、Martin Schröder

  DOI：10.1021/ja806624j

  日期：2009.2.18

  A series of isostructural metal-organic framework polymers of composition [Cu-2(L)(H2O)(2)] (L=tetracarboxylate ligands), denoted NOTT-nnn, has been synthesized and characterized. Single crystal X-ray structures confirm the complexes to contain binuclear Cu(II) paddlewheel nodes each bridged by four carboxylate centers to give a NbO-type network of 6(4).8(2) topology. These complexes are activated by solvent exchange with acetone coupled to heating cycles under vacuum to afford the desolvated porous materials NOTT-100 to NOTT-109. These incorporate a vacant coordination site at each Cu(II) center and have large pore volumes that contribute to the observed high H-2 adsorption. Indeed, NOTT-103 at 77 K and 60 bar shows a very high total H-2 adsorption of 77.8 mg g(-1) equivalent to 7.78 wt% [wt% = (weight of adsorbed H-2)/(weight of host material)] or 7.22 wt% [wt% = 100(weight of adsorbed H2)/(weight of host material + weight of adsorbed H-2)]. Neutron powder diffraction studies on NOTT-101 reveal three adsorption sites for this material: at the exposed Cu(II) coordination site, at the pocket formed by three Cu-2} paddle wheels, and at the cusp of three phenyl rings. Systematic virial analysis of the H2 isotherms suggests that the H2 binding energies at these sites are very similar and the differences are smaller than 1.0 kJ mol(-1), although the adsorption enthalpies for H-2 at the exposed Cu(II) site are significantly affected by pore metrics. Introducing methyl groups or using kinked ligands to create smaller pores can enhance the isosteric heat of adsorption and improve H-2 adsorption. However, although increasing the overlap of potential energy fields of pore walls increases the heat of H-2 adsorption at low pressure, it may be detrimental to the overall adsorption capacity by reducing the pore volume.
• Pore with Gate: Enhancement of the Isosteric Heat of Adsorption of Dihydrogen via Postsynthetic Cation Exchange in Metal−Organic Frameworks
  作者：Sihai Yang、Gregory S. B. Martin、Jeremy J. Titman、Alexander J. Blake、David R. Allan、Neil R. Champness、Martin Schröder

  DOI：10.1021/ic200967b

  日期：2011.10.3

  Three isostructural anionic frameworks [(Hdma)(H3O)][In-2(L-1)(2)] center dot 4DMF center dot 5H(2)O}(infinity) (NOTT-206-solv), [H(2)ppz][In-2(L-2)(2)]center dot 3.5DMF center dot 5H(2)O}(infinity) (NOTT-200-solv), and [H(2)ppz][In-2(L-3)(2)]center dot 4DMF center dot 5.5H(2)O}(infinity) (NOTT-208-solv) (dma = dimethylamine; ppz = piperazine) each featuring organic countercations that selectively block the channels and act as pore gates have been prepared. The organic cations within the as-synthesized frameworks can be replaced by Li+ ions to yield the corresponding Li+-containing frameworks Li-1.2(H3O)(0.8)[In-2(L-1)(2)]center dot 14H(2)O}(infinity) (NOTT-207-solv), Li-1.5(H3O)(0.5)[In-2(L-2)(2)]center dot 11H(2)O}(infinity) (NOTT-201-solv), and Li-1.4(H3O)(0.6)[In-2(L-3)(2)]center dot 4acetone center dot 11H(2)O}(infinity) (NOTT-209-solv) in which the pores are now unblocked. The desolvated framework materials NOTT-200a, NOTT-206a, and NOTT-208a display nonporous, hysteretic and reversible N2 uptakes, respectively, while NOTT-206a and NOTT-200a provide a strong kinetic trap showing adsorption/desorption hysteresis with H2. Single crystal X-ray analysis confirms that the Li+ ions are either tetrahedrally (in NOTT-201-solv and NOTT-209-solv) or octahedrally (in NOTT-207-solv) coordinated by carboxylate oxygen atoms and/or water molecules. This is supported by Li-7 solid-state NMR spectroscopy. NOTT-209a, compared with NOTT-208a, shows a 31% enhancement in H-2 storage capacity coupled to a 38% increase in the isosteric heat of adsorption to 12 kJ/mol at zero coverage. Thus, by modulating the pore environment via postsynthetic cation exchange, the gas adsorption properties of the resultant MOP can be fine-tuned. This affords a methodology for the development of high capacity storage materials that may operate at more ambient temperatures.
• Isoreticular Preparation of Tetraphenylethylene‐based Multicomponent Metallacages towards Light‐Driven Hydrogen Production
  作者：Chaoqun Mu、Lei Zhang、Guoping Li、Yali Hou、Haifei Liu、Zeyuan Zhang、Ruoqian Zhang、Tingting Gao、Yuchen Qian、Chenxing Guo、Gang He、Mingming Zhang

  DOI：10.1002/anie.202311137

  日期：2023.10.2

  multicomponent metallacages were prepared using TPE derivatives as the faces and different tetracarboxylic ligands as the pillars. The integration of TPE-based photosensitizers and open Re catalytic sites into a single metallacage promoted the directional electron transfer within the metallacage, offering good photocatalytic hydrogen production performance.

  以TPE衍生物为面，不同的四羧酸配体为柱，制备了一系列异网状四苯乙烯（TPE）基多元金属络合物。将基于TPE的光敏剂和开放Re催化位点集成到单个金属笼中促进了金属笼内的定向电子转移，提供了良好的光催化制氢性能。