1,3,5-tris(4-allyloxy-3-methoxycarbonylphenyl)benzene | 484052-51-9

• 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(4-allyloxy-3-methoxycarbonylphenyl)benzene
• 英文别名: Methyl 5-[3,5-bis(3-methoxycarbonyl-4-prop-2-enoxyphenyl)phenyl]-2-prop-2-enoxybenzoate
• CAS: 484052-51-9
• 化学式: C₃₉H₃₆O₉
• 分子量: 648.709
• InChiKey: JQSVRFDRZFBHLC-UHFFFAOYSA-N

物化性质

• 沸点：
  781.4±60.0 °C(Predicted)
• 密度：
  1.168±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  48
• 可旋转键数：
  18
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,3,5-tris(4-allyloxy-3-methoxycarbonylphenyl)benzene 在 10percent Pd/C 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 甲酸 、 氢气 、 N,N-二甲基苯胺 、 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 96.0h， 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：

  水杨酸甲酯 在 PPA 、 四氯化硅 、 caesium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 31.0h， 生成 1,3,5-tris(4-allyloxy-3-methoxycarbonylphenyl)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

文献信息

• Molecular recognition of cis-1,3,5-cyclohexane tricarboxylic acid
  作者：Pablo Ballester、Antoni Costa、Pere M. Deyà、José F. González、M.Carmen Rotger、Ghislain Deslongchamps

  DOI：10.1016/s0040-4039(00)73106-6

  日期：1994.5

  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.
• A ‘naked-eye’ chemosensor system for phytate
  作者：Jeroni Morey、Maria Orell、Miquel Àngel Barceló、Pere M. Deyà、Antoni Costa、Pablo Ballester

  DOI：10.1016/j.tetlet.2003.11.125

  日期：2004.2

  We report the synthesis of two new anion receptors of a covalently linked 1, 3,5-triarylbenzoamido-crown ether. Our results show that combined with a picrate salt they act by means of an intermolecular charge transfer process (EDA complex), as naked-eye sensors for basic anions, especially for sodium phytate in DMSO/HO2 (1:1). (C) 2003 Elsevier Ltd. All rights reserved.