p-tert-butylcalix[6]-1,4-2,5-bis-crown-4 | 267900-98-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-tert-butylcalix[6]-1,4-2,5-bis-crown-4
• 英文别名: 16,22,28,45,51,57-Hexatert-butyl-3,6,9,12,32,35,38,41-octaoxanonacyclo[28.28.1.114,43.120,24.149,53.02,55.013,18.026,31.042,47]dohexaconta-1(58),2(55),13(18),14,16,20(62),21,23,26(31),27,29,42(47),43,45,49(60),50,52,56-octadecaene-60,62-diol
• CAS: 267900-98-1
• 化学式: C₇₈H₁₀₄O₁₀
• 分子量: 1201.68
• InChiKey: FKDRYEKDNXRJDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.7
• 重原子数：
  88
• 可旋转键数：
  6
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  5-溴戊腈 、 p-tert-butylcalix[6]-1,4-2,5-bis-crown-4 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Structural factors of amphiphilic calix[6]biscrowns affecting their vesicle–nanotube transitions in self-assembly

  摘要：

  响应环境刺激的有机两亲分子的自组装形态转变引起了广泛关注。然而，关于杯烯的结构因素对其自组装行为影响的研究仍然较少。本研究重点探讨了几种两亲杯烯[6]二冠醚的自组装，尤其是随着介质极性的变化所引起的组装形态转变及影响这一转变的关键结构因素。研究发现，当介质极性增加时，具有氨基链接的杯烯[6]二冠醚可以发生囊泡-纳米管的转变，而没有这种链接的杯烯[6]二冠醚仅表现出囊泡尺寸的减小。进一步的研究，包括X射线晶体学、FT-IR和Langmuir–Blodgett薄膜，表明氨基链接之间的氢键是这种囊泡到纳米管转变的主要原因。同时，还研究了尾部末端基团性质的影响。

  DOI：

  10.1039/c1jm10895f
• 作为产物：
  描述：

  4-叔丁基杯[6]芳烃 、 三乙二醇二(对甲苯磺酸酯) 在 potassium carbonate 作用下， 以 xylene 为溶剂， 反应 12.0h， 以52%的产率得到p-tert-butylcalix[6]-1,4-2,5-bis-crown-4
  参考文献：
  名称：

  Stereoisomerism and complexation behaviour of functionalized p-tert-calix[6]-1,4-2,5-biscrown-4

  摘要：

  p-tert-Calix[6]-1,4-2,5-biscrown-4 was subjected to functionalization by benzyl bromide or ethyl bromoacetate. Two pairs of disubstituted calix[6]biscrown stereoisomers were obtained. Their structures had been deduced from H-1 NMR and ESI-MS (electrospray ionization mass spectroscopy). One of the bisethyloxycarbonylmethylated derivatives 3a was further investigated by X-ray crystallographic analysis. Two-phase extraction experiments indicated that bisethyloxycarbonylmethylated derivatives exhibited high Cs+/Na+ selectivity. By ESI-MS and H-1 NMR experiments it was confirmed that 3a formed 1:1 complex with Cs+. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2005.07.019

文献信息

• Syntheses of novel types of calix[6]bis-crowns and related compounds
  作者：Yuanyin Chen、Haibing Li

  DOI：10.1039/b007408j

  日期：——

  The syntheses of novel types of p-tert-butylcalix[6]bis-crowns and related compounds is described. By reacting p-tert-butylcalix[6]-1,4-crown-4 with ethylene glycol ditosylate or polyethylene glycol ditosylates using NaH as a base in DMF, p-tert-butylcalix[6]-2,3-ethylene-1,4-crown-4, p-tert-butylcalix[6]-1,4-crown-4-2,6-crown-3, monotosyloxyethoxyethyl-p-tert-butylcalix[6]-1,4-crown-4, p-tert-butylcalix[6]-1

  小说类型的合成p -叔-butylcalix [6]中描述了双-牙冠和相关化合物。通过使p -叔-butylcalix [6] -1,4-冠-4使用的NaH的DMF基，乙二醇二甲苯磺酸酯或聚乙二醇ditosylates p -叔-butylcalix [6] -2,3-乙烯-1- ，4冠-4，p -叔-butylcalix [6] -1,4-冠4-2,6冠3，monotosyloxyethoxyethyl- p -叔-butylcalix [6] -1,4-冠-4 ，p -叔-butylcalix [6] -1,4-冠4-2,5-苯并冠-4和p -叔在选择条件下，以合理的收率获得了丁基丁基杯[6] -1,4-crown-4-2,6-crown-5。
• Synthesis of p-tert-butylcalix[6]-1,4-2,5-bis-crowns
  作者：Yuanyin Chen、Fafu Yang、Xueran Lu

  DOI：10.1016/s0040-4039(99)02332-1

  日期：2000.3

  The synthesis and complexation properties of the first example of p-tert-butylcalix[6]-1,4-2,5-bis-crowns are reported. Their complexation abilities and selectivities are different from that of analogous calix[6]crown. Compound 2b exhibits high complexation selectivity towards n-PrNH3+. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Structural factors of amphiphilic calix[6]biscrowns affecting their vesicle–nanotube transitions in self-assembly
  作者：Qing Liang、Guosong Chen、Bing Guan、Ming Jiang

  DOI：10.1039/c1jm10895f

  日期：——

  Morphological transitions of self-assemblies of organic amphiphiles responsive to environmental stimuli have drawn much attention. However, little has been investigated regarding the effects of structural factors of calixarenes on their self-assembly behavior. In this paper, we studied the self-assembly of several amphiphilic calix[6]biscrowns with emphasis on morphological transitions of the assemblies with changes in medium polarity and the key structural factors of the calix[6]biscrowns affecting the transition. It was found that when the medium polarity increased, the calix[6]biscrowns with amide linkages between the backbone and the alkyl tails performed vesicle–nanotube transitions, while the calix[6]biscrowns without such linkages showed a decrease in size of the vesicles only. Further studies, including X-ray crystallography, FT-IR and Langmuir–Blodgett film, indicated that the hydrogen bonding between the amide linkages is responsible for this vesicle-to-nanotube transition. The effect of the nature of the end groups of the tails has also been studied.

  响应环境刺激的有机两亲分子的自组装形态转变引起了广泛关注。然而，关于杯烯的结构因素对其自组装行为影响的研究仍然较少。本研究重点探讨了几种两亲杯烯[6]二冠醚的自组装，尤其是随着介质极性的变化所引起的组装形态转变及影响这一转变的关键结构因素。研究发现，当介质极性增加时，具有氨基链接的杯烯[6]二冠醚可以发生囊泡-纳米管的转变，而没有这种链接的杯烯[6]二冠醚仅表现出囊泡尺寸的减小。进一步的研究，包括X射线晶体学、FT-IR和Langmuir–Blodgett薄膜，表明氨基链接之间的氢键是这种囊泡到纳米管转变的主要原因。同时，还研究了尾部末端基团性质的影响。
• Stereoisomerism and complexation behaviour of functionalized p-tert-calix[6]-1,4-2,5-biscrown-4
  作者：Bing Guan、Shuling Gong、Xiaojun Wu、Yuanyin Chen

  DOI：10.1016/j.tetlet.2005.07.019

  日期：2005.9

  p-tert-Calix[6]-1,4-2,5-biscrown-4 was subjected to functionalization by benzyl bromide or ethyl bromoacetate. Two pairs of disubstituted calix[6]biscrown stereoisomers were obtained. Their structures had been deduced from H-1 NMR and ESI-MS (electrospray ionization mass spectroscopy). One of the bisethyloxycarbonylmethylated derivatives 3a was further investigated by X-ray crystallographic analysis. Two-phase extraction experiments indicated that bisethyloxycarbonylmethylated derivatives exhibited high Cs+/Na+ selectivity. By ESI-MS and H-1 NMR experiments it was confirmed that 3a formed 1:1 complex with Cs+. (c) 2005 Published by Elsevier Ltd.