5,5'-(9,10-Dihydrophenanthrene-2,7-diyl)diisophthalic acid | 1173286-48-0

• 物质功能分类: 医药中间体 - 二苯胺类中间体
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,5'-(9,10-Dihydrophenanthrene-2,7-diyl)diisophthalic acid
• 英文别名: 5-[7-(3,5-dicarboxyphenyl)-9,10-dihydrophenanthren-2-yl]benzene-1,3-dicarboxylic acid
• CAS: 1173286-48-0
• 化学式: C₃₀H₂₀O₈
• 分子量: 508.484
• InChiKey: QXBMVEXBDYHBAD-UHFFFAOYSA-N

物化性质

• 沸点：
  925.7±65.0 °C(Predicted)
• 密度：
  1.466±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  5,5'-(9,10-Dihydrophenanthrene-2,7-diyl)diisophthalic acid 、 copper(II) nitrate trihydrate 在 盐酸 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 MFM-111
  参考文献：
  名称：

  Optimal Binding of Acetylene to a Nitro-Decorated Metal–Organic Framework

  摘要：

  We report the first example of crystallographic observation of acetylene binding to -NO2 groups in a metal organic framework (MOF). Functionalization of MFM-102 with -NO2 groups on phenyl groups leads to a 15% reduction in BET surface area in MFM-102-NO2. However, this is coupled to a 28% increase in acetylene adsorption to 192 cm(3) g(-1) at 298 K and 1 bar, comparable to other leading porous materials. Neutron diffraction and inelastic scattering experiments reveal the role of -NO2 groups, in cooperation with open metal sites, in the binding of acetylene in MFM-102-NO2.

  DOI：

  10.1021/jacs.8b08504
• 作为产物：
  描述：

  在 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 生成 5,5'-(9,10-Dihydrophenanthrene-2,7-diyl)diisophthalic acid
  参考文献：
  名称：

  通过使用配体曲率增强配位骨架材料中的H2吸附

  摘要：

  H 2 储存的弯曲配体？在配位骨架材料中观察到了H 2吸附的增强，通过将菲和9,10-二氢菲基团引入NbO拓扑结构的多孔Cu II-羧酸酯骨架材料中，可以描述一个例子。

  DOI：

  10.1002/chem.200802292

文献信息

• Observation of binding of carbon dioxide to nitro-decorated metal–organic frameworks
  作者：Thien D. Duong、Sergey A. Sapchenko、Ivan da Silva、Harry G. W. Godfrey、Yongqiang Cheng、Luke L. Daemen、Pascal Manuel、Mark D. Frogley、Gianfelice Cinque、Anibal J. Ramirez-Cuesta、Sihai Yang、Martin Schröder

  DOI：10.1039/c9sc04294f

  日期：——

  Synergistic effects between –NO₂ groups and open metal sites lead to optimal binding of CO₂ molecules within MFM-102-NO₂via hydrogen bonding to C–H groups.

  -NO2基团与开放金属位点之间的协同作用导致CO2分子在MFM-102-NO2中通过氢键结合到C-H基团，实现最佳结合。
• 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.
• Enhancement of H₂Adsorption in Coordination Framework Materials by Use of Ligand Curvature
  作者：Sihai Yang、Xiang Lin、Anne Dailly、Alexander J. Blake、Peter Hubberstey、Neil R. Champness、Martin Schröder

  DOI：10.1002/chem.200802292

  日期：2009.5.4

  Curvy ligands for H2 storage? Enhancement of H2 adsorption has been observed in coordination framework materials, an example of which is depicted, by the introduction of phenanthrene and 9,10‐dihydrophenanthrene groups into porous CuII–carboxylate framework materials of NbO topology.

  H 2 储存的弯曲配体？在配位骨架材料中观察到了H 2吸附的增强，通过将菲和9,10-二氢菲基团引入NbO拓扑结构的多孔Cu II-羧酸酯骨架材料中，可以描述一个例子。
• Optimal Binding of Acetylene to a Nitro-Decorated Metal–Organic Framework
  作者：Thien D. Duong、Sergey A. Sapchenko、Ivan da Silva、Harry G. W. Godfrey、Yongqiang Cheng、Luke L. Daemen、Pascal Manuel、Anibal J. Ramirez-Cuesta、Sihai Yang、Martin Schröder

  DOI：10.1021/jacs.8b08504

  日期：2018.11.28

  We report the first example of crystallographic observation of acetylene binding to -NO2 groups in a metal organic framework (MOF). Functionalization of MFM-102 with -NO2 groups on phenyl groups leads to a 15% reduction in BET surface area in MFM-102-NO2. However, this is coupled to a 28% increase in acetylene adsorption to 192 cm(3) g(-1) at 298 K and 1 bar, comparable to other leading porous materials. Neutron diffraction and inelastic scattering experiments reveal the role of -NO2 groups, in cooperation with open metal sites, in the binding of acetylene in MFM-102-NO2.