5,11,17,23,29,35-hexa-tert-butyl-37,38,39,40,41-pentahydroxy-42-(3'-phenylpropyloxy)calix[6]arene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23,29,35-hexa-tert-butyl-37,38,39,40,41-pentahydroxy-42-(3'-phenylpropyloxy)calix[6]arene
• 英文别名: 5,11,17,23,29,35-Hexatert-butyl-42-(3-phenylpropoxy)heptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3,5,7(42),9,11,13(41),15,17,19(40),21(39),22,24,27(38),28,30,33(37),34-octadecaene-37,38,39,40,41-pentol
• 化学式: C₇₅H₉₄O₆
• 分子量: 1091.57
• InChiKey: DLELSPMDZLUEKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.1
• 重原子数：
  81
• 可旋转键数：
  11
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  110
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-叔丁基杯[6]芳烃 、 1-氯-3-苯基丙烷 在 potassium carbonate 、 sodium iodide 作用下， 生成 5,11,17,23,29,35-hexa-tert-butyl-37,38,39,40,41-pentahydroxy-42-(3'-phenylpropyloxy)calix[6]arene
  参考文献：
  名称：

  Interplay of Steric Hindrance and Hydrogen Bonding To Restrict Mono-O-substituted p-tert-Butylcalix[6]arenes in Cone Conformation

  摘要：

  The simple mono-O-benzyl-p-tert-butylcalix[6]arene (2a) has been reported to display a cone conformation with a slow inversion rate at room temperature. Here, a series of mono-O-substituted p-tert-butylcalix[6]arenes (2a-g, 3-9) has been studied by 2D and variable-temperature NMR spectroscopies. Cone conformations with slow macrocyclic inversion were found for calix[6]arenes whose O-substituent was larger than butyl, whereas freezing of the conformation was observed for substituents larger than benzyl. Steric effects and preservation of the cyclic array of hydrogen bonds are suggested as the main cause for the high inversion barriers.

  DOI：

  10.1021/jo971443x

文献信息

• Interplay of Steric Hindrance and Hydrogen Bonding To Restrict Mono-<i>O</i>-substituted <i>p</i>-<i>tert</i>-Butylcalix[6]arenes in Cone Conformation
  作者：J. Oriol Magrans、Ana M. Rincón、Félix Cuevas、Javier López-Prados、Pedro M. Nieto、Miquel Pons、Pilar Prados、Javier de Mendoza

  DOI：10.1021/jo971443x

  日期：1998.2.1

  The simple mono-O-benzyl-p-tert-butylcalix[6]arene (2a) has been reported to display a cone conformation with a slow inversion rate at room temperature. Here, a series of mono-O-substituted p-tert-butylcalix[6]arenes (2a-g, 3-9) has been studied by 2D and variable-temperature NMR spectroscopies. Cone conformations with slow macrocyclic inversion were found for calix[6]arenes whose O-substituent was larger than butyl, whereas freezing of the conformation was observed for substituents larger than benzyl. Steric effects and preservation of the cyclic array of hydrogen bonds are suggested as the main cause for the high inversion barriers.