bis(4-(4-carboxyphenyl)-1H-pyrazolyl)methane | 1445828-06-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: bis(4-(4-carboxyphenyl)-1H-pyrazolyl)methane
• 英文别名: 4-[1-[[4-(4-Carboxyphenyl)pyrazol-1-yl]methyl]pyrazol-4-yl]benzoic acid；4-[1-[[4-(4-carboxyphenyl)pyrazol-1-yl]methyl]pyrazol-4-yl]benzoic acid
• CAS: 1445828-06-7
• 化学式: C₂₁H₁₆N₄O₄
• 分子量: 388.382
• InChiKey: JLVBGROONMVCBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis(4-(4-carboxyphenyl)-1H-pyrazolyl)methane 在 sodium hydroxide 作用下， 以96%的产率得到
  参考文献：
  名称：

  Particle size effects in the kinetic trapping of a structurally-locked form of a flexible MOF

  摘要：

  控制柔性金属有机框架的粒子大小表明，2D到3D的转化形成了一种动力学困扰、结构锁定的形式。

  DOI：

  10.1039/c6ce00082g
• 作为产物：
  描述：

  bis(4-iodo-1H-pyrazol-1-yl)methane 、 4-羧基苯硼酸 在 potassium carbonate 、 四(三苯基膦)钯 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.5h， 以69%的产率得到bis(4-(4-carboxyphenyl)-1H-pyrazolyl)methane
  参考文献：
  名称：

  Post-synthetic Structural Processing in a Metal–Organic Framework Material as a Mechanism for Exceptional CO₂/N₂ Selectivity

  摘要：

  Here we report the synthesis and ceramic-like processing of a new metal-organic framework (MOF) material, [Cu(bcppm)H2O], that shows exceptionally selective separation for CO2 over N-2 (ideal adsorbed solution theory, S-ads = 590). [Cu(bcppm)H2O]center dot xS was synthesized in 82% yield by reaction of Cu(NO3)(2)center dot 2.5H(2)O with the link bis(4-(4-carboxyphenyl)-1H-pyrazolyl)methane (H(2)bcppm) and shown to have a two-dimensional 4(4)-connected structure with an eclipsed arrangement of the layers. Activation of [Cu(bcppm)H2O] generates a pore-constricted version of the material through concomitant trellis-type pore narrowing (b-axis expansion and c-axis contraction) and a 2D-to-3D transformation (a-axis contraction) to give the adsorbing form, [Cu(bcppm)H2O]-ac. The pore contraction process and 2D-to-3D transformation were probed by single-crystal and powder X-ray diffraction experiments. The 3D network and shorter hydrogen-bonding contacts do not allow [Cu(bcppm)H2O]-ac to expand under gas loading across the pressure ranges examined or following re-solvation. This exceptional separation performance is associated with a moderate adsorption enthalpy and therefore an expected low energy cost for regeneration.

  DOI：

  10.1021/ja4032049

文献信息

• Tuning Packing, Structural Flexibility, and Porosity in 2D Metal–Organic Frameworks by Metal Node Choice
  作者：Witold M. Bloch、Christian J. Doonan、Christopher J. Sumby

  DOI：10.1071/ch19215

  日期：——

  structural flexibility in metal–organic frameworks (MOFs) is key to exploiting their dynamic physical and chemical properties. We have previously reported a 2D MOF material, CuL1, comprising five-coordinate metal nodes that displays exceptional CO2/N2 selectively (L1 = bis(4-(4-carboxyphenyl)-1H-pyrazolyl)methane). Here we examine the effect of utilising six-coordinate metal centres (CoII and NiII) in

  了解决定金属有机骨架（MOF）中结构灵活性的关键特征是利用其动态物理和化学特性的关键。先前，我们已经报道了2D MOF材料CuL1，该材料包含五坐标的金属节点，该节点选择性显示优异的CO 2 / N 2（L1  =双（4-（4-羧基苯基）-1 H-吡唑基）甲烷）。在这里，我们研究了利用六配位金属中心（Co II和Ni II）在从L1合成同构MOF （即CoL1和NiL1）中的作用。MOF类似物内金属中心的八面体几何形状妨碍了2D层的理想日食，从而导致了偏移堆叠，并且在某些情况下，形成了2倍互穿的类似物β-CoL1和β-NiL1。我们结合使用了热重分析（TGA），粉末和单晶X射线衍射（PXRD和SCXRD），以显示去溶剂化伴随NiL1的结构变化，并完全去除了配位的H 2 O配体减少远程订单。二维层的偏移性质与结构变化相结合，阻碍了有意义数量的气体（N 2，CO 2），强调了五坐标金属中心对于
• Post-synthetic Structural Processing in a Metal–Organic Framework Material as a Mechanism for Exceptional CO₂/N₂ Selectivity
  作者：Witold M. Bloch、Ravichandar Babarao、Matthew R. Hill、Christian J. Doonan、Christopher J. Sumby

  DOI：10.1021/ja4032049

  日期：2013.7.17

  Here we report the synthesis and ceramic-like processing of a new metal-organic framework (MOF) material, [Cu(bcppm)H2O], that shows exceptionally selective separation for CO2 over N-2 (ideal adsorbed solution theory, S-ads = 590). [Cu(bcppm)H2O]center dot xS was synthesized in 82% yield by reaction of Cu(NO3)(2)center dot 2.5H(2)O with the link bis(4-(4-carboxyphenyl)-1H-pyrazolyl)methane (H(2)bcppm) and shown to have a two-dimensional 4(4)-connected structure with an eclipsed arrangement of the layers. Activation of [Cu(bcppm)H2O] generates a pore-constricted version of the material through concomitant trellis-type pore narrowing (b-axis expansion and c-axis contraction) and a 2D-to-3D transformation (a-axis contraction) to give the adsorbing form, [Cu(bcppm)H2O]-ac. The pore contraction process and 2D-to-3D transformation were probed by single-crystal and powder X-ray diffraction experiments. The 3D network and shorter hydrogen-bonding contacts do not allow [Cu(bcppm)H2O]-ac to expand under gas loading across the pressure ranges examined or following re-solvation. This exceptional separation performance is associated with a moderate adsorption enthalpy and therefore an expected low energy cost for regeneration.
• Particle size effects in the kinetic trapping of a structurally-locked form of a flexible MOF
  作者：Oliver M. Linder-Patton、Witold M. Bloch、Campbell J. Coghlan、Kenji Sumida、Susumu Kitagawa、Shuhei Furukawa、Christian J. Doonan、Christopher J. Sumby

  DOI：10.1039/c6ce00082g

  日期：——

  Controlling the particle size of a flexible metal–organic framework demonstrates that a 2D to 3D transformation gives a kinetically-trapped, structurally-locked form.

  控制柔性金属有机框架的粒子大小表明，2D到3D的转化形成了一种动力学困扰、结构锁定的形式。