5,11,17,23-tetramethyl-31,32,33,34,35-pentahydroxycalix[5]arene | 224621-12-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5,11,17,23-tetramethyl-31,32,33,34,35-pentahydroxycalix[5]arene
• 英文别名: 5,11,17,23-Tetramethylhexacyclo[25.3.1.13,7.19,13.115,19.121,25]pentatriaconta-1(31),3(35),4,6,9(34),10,12,15,17,19(33),21,23,25(32),27,29-pentadecaene-31,32,33,34,35-pentol
• CAS: 224621-12-9
• 化学式: C₃₉H₃₈O₅
• 分子量: 586.728
• InChiKey: NXNGXRKBAPSKMG-UHFFFAOYSA-N

物化性质

• 沸点：
  725.1±60.0 °C(Predicted)
• 密度：
  1.242±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  44
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  101
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetramethyl-31,32,33,34,35-pentahydroxycalix[5]arene 在 盐酸 、 sodium dithionite 、 sodium nitrite 作用下， 以 sodium hydroxide 、 水 为溶剂， 生成 5-amino-11,17,23,29-tetramethyl-31,32,33,34,35-penthahydroxy-calix[5]arene
  参考文献：
  名称：

  自组装的富勒烯分子容器

  摘要：

  描述了基于杯[5]芳烃脲衍生物的自组装超分子胶囊对C 60的包封。可以通过添加质子酸来轻松控制三元络合物中夹带的富勒烯的释放。成功地分析了产生超分子三元复合物的两种途径。

  DOI：

  10.1016/s0040-4039(99)00257-9
• 作为产物：
  描述：

  2-<5-tert-butylsalicyl-3-(5-methylsalicyl)>-4-methylphenol 在 三氯化铝 、 苯酚 作用下， 以 甲苯 、 xylene 为溶剂， 生成 5,11,17,23-tetramethyl-31,32,33,34,35-pentahydroxycalix[5]arene
  参考文献：
  名称：

  自组装的富勒烯分子容器

  摘要：

  描述了基于杯[5]芳烃脲衍生物的自组装超分子胶囊对C 60的包封。可以通过添加质子酸来轻松控制三元络合物中夹带的富勒烯的释放。成功地分析了产生超分子三元复合物的两种途径。

  DOI：

  10.1016/s0040-4039(99)00257-9

文献信息

• Fullerene receptor based on calix[5]arene through metal-assisted self-assembly
  作者：Takeharu Haino、Hiromi Araki、Yuko Yamanaka、Yoshimasa Fukazawa

  DOI：10.1016/s0040-4039(01)00420-8

  日期：2001.4

  A self-assembled fullerene receptor based on calix[5]arene has been developed. Silver cation complexation held together the two calix[5]arenes with bipyridine units providing a large enough cavity to take up C(60) or C(70). The formation of the supramolecular complex with C(60) or C(70) was established by using the electrospray mass spectrometry. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Fullerene encapsulation with calix[5]arenes
  作者：Takeharu Haino、Manabu Yanase、Chigusa Fukunaga、Yoshimasa Fukazawa

  DOI：10.1016/j.tet.2005.07.121

  日期：2006.2

  This paper presents the synthesis of the fullerene hosts based on the calix[5]arenes and their binding properties. Calix[5]arenes la, 2, 3a bind C-60 or C-70 in organic solvents. The solvent effect of the fullerene complexation was clearly observed; the association constant decreases in a solvent with high solubility for C-60. Covalently linked double-calix[5]arenes 4-6 were also investigated on their binding properties for fullerenes in organic solvents. Their binding abilities for both C-60 and C-70 are extremely high in toluene solution. Higher binding selectivity toward C-70 is observed by all the double-calix[5]arenes. The selectivity of 5a toward C-70/C-60 is highest in toluene with a value of 10. The structures of the supramolecular complexes of the calix[5]arene hosts and C-60 or C-70 were investigated by using H-1 and C-13 NMR studies. The molecular mechanics calculation and X-ray structure reveal that the interior of the calix[5]arene is complementary to the exterior Of C-60 molecule. In contrast, the host-guest complexes Of C-70 With the simple calix[5]arenes take many conformational options due to its less symmetric shape. The molecular mechanics calculation and our chemical shift simulation nicely worked to estimate the reliable structures; the calix[5]arene cavity takes up C-70 molecule, and the C-70 molecule tilts significantly from the C5 axis of the calix[5]arene. In the case of the host-guest complex Of C-70 with the double-calix[5]arene, the molecular dynamics simulation of the host-guest complex represented the realistic movement of the bound C-70 inside the cavity. The combination of the molecular dynamics simulation and the chemical shift simulation of the host-guest complex suggested that the C-70 molecule rapidly moves inside the cavity. (c) 2005 Elsevier Ltd. All rights reserved.