1,3,5-tris(5-allyl-4-hydroxy-3-methoxycarbonylphenyl)benzene | 484052-52-0

• 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: 1,3,5-tris(5-allyl-4-hydroxy-3-methoxycarbonylphenyl)benzene
• CAS: 484052-52-0
• 化学式: C₃₉H₃₆O₉
• 分子量: 648.709
• InChiKey: CUBCUZJQYHODHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.35
• 重原子数：
  48.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  139.59
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  1,3,5-tris(5-allyl-4-hydroxy-3-methoxycarbonylphenyl)benzene 在 10percent Pd/C 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 甲酸 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 20.0~110.0 ℃ 、62.05 kPa 条件下， 反应 83.0h， 生成 1,3,5-tris(3-carboxy-5-propylphenyl)benzene
  参考文献：
  名称：

  Dual Binding Mode of Methylmethanetriacetic Acid to Tripodal Amidopyridine Receptors

  摘要：

  A series of tripodal amidopyridine receptors capable of selective recognition of methylmethanetriacetic acid (MMTA) in organic solvents is described. Intramolecular hydrogen-bonding groups, built into some of the receptors, were designed as preorganization devices. Binding was studied by NMR titration, variable temperature NMR experiments, 2D-NMR, isothermal titration calorimetry, and single-crystal X-ray crystallography. The results reveal that a balancing act between inter- and intramolecular hydrogen-bonding interactions in the complexes governs both the dynamics and the geometry of binding. Receptor 1b (without intramolecular hydrogen-bonding groups) features a simple symmetric MMTA binding geometry with optimal enthalpic interactions. In sharp contrast, receptor 1a (with intramolecular hydrogen-bonding groups) reveals a temperature-dependent dual binding mode where MMTA can bind in two completely different geometries. The two solution binding geometries of 1a.AMTA were unraveled by NMR experiments and correlated to the X-ray structures.

  DOI：

  10.1021/jo025787l
• 作为产物：
  描述：

  1,3,5-tris(4-hydroxy-3-methoxycarbonylphenyl)benzene 在 caesium carbonate 、 N,N-二甲基苯胺 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 36.0h， 生成 1,3,5-tris(5-allyl-4-hydroxy-3-methoxycarbonylphenyl)benzene
  参考文献：
  名称：

  Molecular recognition of cis-1,3,5-cyclohexane tricarboxylic acid

  摘要：

  The design and synthesis of a new receptor designed to bind tricarboxylic acids in organic solvents is described. The properties of the complex formed between the new receptor and cis-1,3,5-cyclohexanetricarboxylic acid are studied.

  DOI：

  10.1016/s0040-4039(00)73106-6