1,3,5-tris(3'-chloroformyl-5'-propylphenyl) benzene | 221021-02-9

• 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(3'-chloroformyl-5'-propylphenyl) benzene
• 英文别名: 3-[3,5-Bis(3-carbonochloridoyl-5-propylphenyl)phenyl]-5-propylbenzoyl chloride；3-[3,5-bis(3-carbonochloridoyl-5-propylphenyl)phenyl]-5-propylbenzoyl chloride
• CAS: 221021-02-9
• 化学式: C₃₆H₃₃Cl₃O₃
• 分子量: 620.015
• InChiKey: CEPGSCGBBSUTRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.3
• 重原子数：
  42
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[1-(4-氨基-3,5-二甲基苯基)环己基]-2,6-二甲基苯胺 、 1,3,5-tris(3'-chloroformyl-5'-propylphenyl) benzene 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以56%的产率得到N-[4-[1-(4-amino-3,5-dimethylphenyl)cyclohexyl]-2,6-dimethylphenyl]-3-[3,5-bis[3-[[4-[1-(4-amino-3,5-dimethylphenyl)cyclohexyl]-2,6-dimethylphenyl]carbamoyl]-5-propylphenyl]phenyl]-5-propylbenzamide
  参考文献：
  名称：

  Binding of caffeine by a synthetic co-receptor

  摘要：

  A new co-receptor macrobicyclophane for binding caffeine has been developed. The co-receptor binding sites are based on the hydrogen bonding abilities of secondary amides. H-1 NMR titrations demonstrate recognition of caffeine by formation of a 2:1 complex in CDCl3. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00506-2
• 作为产物：
  描述：

  水杨酸甲酯 在 10percent Pd/C 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 甲酸 、 氯化亚砜 、 PPA 、 四氯化硅 、 氢气 、 caesium carbonate 、 N,N-二甲基苯胺 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 20.0~110.0 ℃ 、62.05 kPa 条件下， 反应 129.0h， 生成 1,3,5-tris(3'-chloroformyl-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

文献信息

• Influence of remote intramolecular hydrogen bonds on the thermodynamics of molecular recognition of cis-1,3,5-cyclohexanetricar☐ylic acid
  作者：Pablo Ballester、Antoni Costa、Pere M. Deyà、Manuel Vega、Jeroni Morey、Ghislain Deslongchamps

  DOI：10.1016/s0040-4039(98)80050-6

  日期：1999.1

  thermodynamics of molecular recognition of cis-1,3,5-cyclohexanetricar☐ylic acid by tripodal hosts. Remote intramolecular hydrogen bonds, used to restrict conformationally one of the hosts, exhibit a strong influence on the thermodynamic functions for the binding process ΔH and ΔS, with little effect on ΔG. This suggests that the conformational lock imposed by the intramolecular hydrogen bonds organizes the

  利用可变温度结合研究和等温滴定微量热法，探讨了三脚架宿主对顺式-1,3,5-环己烷三丁酸酯酸的分子识别的热力学。远程分子内氢键（用于构象地限制主体之一）对结合过程ΔH和ΔS的热力学功能表现出很大的影响，而对ΔG的影响很小。这表明由分子内氢键施加的构象锁将受体组织为对于三酸的结合而言不是最佳的构象。
• Dual Binding Mode of Methylmethanetriacetic Acid to Tripodal Amidopyridine Receptors
  作者：Pablo Ballester、Magdalena Capó、Antoni Costa、Pere M. Deyà、Rosa Gomila、Andreas Decken、Ghislain Deslongchamps

  DOI：10.1021/jo025787l

  日期：2002.12.1

  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.
• Binding of caffeine by a synthetic co-receptor
  作者：Pablo Ballester、Miquel Angel Barceló、Antoni Costa、Pere M Deyà、Jeroni Morey、Maria Orell、Christopher A Hunter

  DOI：10.1016/s0040-4039(00)00506-2

  日期：2000.5

  A new co-receptor macrobicyclophane for binding caffeine has been developed. The co-receptor binding sites are based on the hydrogen bonding abilities of secondary amides. H-1 NMR titrations demonstrate recognition of caffeine by formation of a 2:1 complex in CDCl3. (C) 2000 Elsevier Science Ltd. All rights reserved.