p-tert-butylcalix[4]-p-tert-butylthiacalix[4]-arene tube

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-tert-butylcalix[4]-p-tert-butylthiacalix[4]-arene tube
• 英文别名: 3,9,20,26,37,43,54,60-Octatert-butyl-13,16,30,33,47,50,64,67-octaoxa-6,40,69,72-tetrathiatridecacyclo[43.23.1.111,35.118,62.128,52.05,68.07,12.017,22.024,29.034,39.041,46.051,56.058,63]doheptaconta-1(68),2,4,7,9,11,17(22),18,20,24,26,28,34(39),35,37,41(46),42,44,51,53,55,58(63),59,61-tetracosaene
• 化学式: C₉₂H₁₁₂O₈S₄
• 分子量: 1474.16
• InChiKey: GGNJESZCFRJPMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  28.2
• 重原子数：
  104
• 可旋转键数：
  8
• 环数：
  14.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  175
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  p-tert-butylcalix[4]-p-tert-butylthiacalix[4]-arene tube 在 sodium nitrate 、 三氟乙酸 作用下， 反应 7.0h， 以65%的产率得到p-tert-butylcalix[4]-p-tert-butylsulfinylcalix[4]-arene tube
  参考文献：
  名称：

  Asymmetric calix[4]-thiacalix[4]arene tubes: Synthesis and ionophore properties

  摘要：

  Asymmetric p-tert-butylcalix[4]-p-R-thiacalix[4]arene tubes (R = tert-Bu, H, 1-adamantyl) were prepared for the first time by reaction of tosyloxyethoxy derivative of p-tert-butylcalix-[4]arene and the corresponding p-R-thiacalix[4]arenas in acetonitrile in the presence of K2CO3. Complex formation of compounds obtained with sodium, potassium, and rubidium iodides in CDCl3-CD3OD, 4:1, was studied by means of H-1 NMR. The ionophore properties of the molecule were governed by the character of substituents on the upper rim of the thiacalixarene fragment, and only the molecular tube containing a fragment of the p-(1-adamantyl)-thiacalix[4]arene quantitatively bound potassium ions (quickly) and rubidium ions (slowly).

  DOI：

  10.1134/s1070428007020078
• 作为产物：
  描述：

  15,35,55,75-tetra-tert-butyl-12,32,52,72-tetrakis(2-(4-(tert-butyl)phenoxy)ethoxy)-1,3,5,7(1,3)-tetrabenzenacyclooctaphane 在 二氯化硫 作用下， 以 二氯甲烷 为溶剂， 以62%的产率得到p-tert-butylcalix[4]-p-tert-butylthiacalix[4]-arene tube
  参考文献：
  名称：

  Casting heteracalixarenes from calixarene templates: a unique synthetic strategy

  摘要：

  我们开发并展示了一种简单、直观和模块化的策略，利用各自的钙烯烃模板合成更高级的杂钙烯烃（尤其是硫杂钙烯烃）同系物。

  DOI：

  10.1039/b817415f

文献信息

• Casting heteracalixarenes from calixarene templates: a unique synthetic strategy
  作者：Mitesh H. Patel、Pranav S. Shrivastav

  DOI：10.1039/b817415f

  日期：——

  A simple, intuitive and modular strategy to synthesize higher heteracalixarene (in particular thiacalixarene) homologs using respective calixarene templates has been developed and demonstrated.

  我们开发并展示了一种简单、直观和模块化的策略，利用各自的钙烯烃模板合成更高级的杂钙烯烃（尤其是硫杂钙烯烃）同系物。
• Asymmetric calix[4]-thiacalix[4]arene tubes: Synthesis and ionophore properties
  作者：E. V. Khomich、M. N. Kashapov、I. M. Vatsuro、E. A. Shokova、B. B. Kovalev

  DOI：10.1134/s1070428007020078

  日期：2007.2

  Asymmetric p-tert-butylcalix[4]-p-R-thiacalix[4]arene tubes (R = tert-Bu, H, 1-adamantyl) were prepared for the first time by reaction of tosyloxyethoxy derivative of p-tert-butylcalix-[4]arene and the corresponding p-R-thiacalix[4]arenas in acetonitrile in the presence of K2CO3. Complex formation of compounds obtained with sodium, potassium, and rubidium iodides in CDCl3-CD3OD, 4:1, was studied by means of H-1 NMR. The ionophore properties of the molecule were governed by the character of substituents on the upper rim of the thiacalixarene fragment, and only the molecular tube containing a fragment of the p-(1-adamantyl)-thiacalix[4]arene quantitatively bound potassium ions (quickly) and rubidium ions (slowly).