5,11,17,23-tetraaminothiacalix[4]arene | 443144-40-9

• 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-tetraaminothiacalix[4]arene
• 英文别名: tetraaminothiacalix[4]arene；5,11,17,23-Tetraamino-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,26,27,28-tetrol
• CAS: 443144-40-9
• 化学式: C₂₄H₂₀N₄O₄S₄
• 分子量: 556.711
• InChiKey: YZPUZMRENJSMGT-UHFFFAOYSA-N

物化性质

• 沸点：
  859.7±65.0 °C(Predicted)
• 密度：
  1.672±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  36
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  286
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  p-nitrophenyl diphenylphosphorylacetate 、 5,11,17,23-tetraaminothiacalix[4]arene 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 26.0h， 以59%的产率得到2-diphenylphosphoryl-N-[11,17,23-tris[(2-diphenylphosphoryl-1-hydroxyethylidene)amino]-25,26,27,28-tetrahydroxy-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-5-yl]ethanimidic acid
  参考文献：
  名称：

  Hydrogen-bonded dimers of a thiacalixarene substituted by carbamoylmethylphosphineoxide groups at the wide rim

  摘要：

  一种硫杂[4]炔衍生物在宽边缘处含有四个氨基甲酰基甲基氧化膦基团，在结晶状态和无极性溶剂中形成具有 S8 对称性的氢键二聚体胶囊，通过 1H NMR 和 ESI 质谱可以证明其中含有阳离子客体。

  DOI：

  10.1039/b601016d
• 作为产物：
  描述：

  5,11,17,23-tetranitro-25,26,27,28-tetrahydroxythiacalix[4]arene 在 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 72.0h， 以93%的产率得到5,11,17,23-tetraaminothiacalix[4]arene
  参考文献：
  名称：

  Synthesis of tetraamino derivative of thiacalix[4]arene and its acid–base property studied by UV spectroscopy

  摘要：

  The tetraamino derivative of thiacalix[4]arene (4) was synthesized and characterized. Its acid-base property in water solution was studied by UV spectroscopy. The pH distribution regions of several acidic or basic species of 4 were determined. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2003.07.007

文献信息

• Diazo coupling: an alternative method for the upper rim amination of thiacalix[4]arenes
  作者：Pavel Lhoták、Jiri Morávek、Ivan Stibor

  DOI：10.1016/s0040-4039(02)00627-5

  日期：2002.5

  A common method for the introduction of amino groups into the upper rim of calix[n]arene-nitration and subsequent reduction of nitro derivatives-is not possible in the thiacalixarene series due to the easy oxidation of the sulphur bridges during the nitration step, Alternatively, thiacalix[4]aretic reacts smoothly with diazonium salts to form the corresponding tetrasubtituted azo derivatives in high yields. These compounds can then be reduced to give upper rim amino substituted thiacalixarene derivatives. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Synthesis of tetraamino derivative of thiacalix[4]arene and its acid–base property studied by UV spectroscopy
  作者：Xiaojun Hu、Ning Xia、Fei Ye、Jie Ren、Xianfa Shi

  DOI：10.1016/j.saa.2003.07.007

  日期：2004.6

  The tetraamino derivative of thiacalix[4]arene (4) was synthesized and characterized. Its acid-base property in water solution was studied by UV spectroscopy. The pH distribution regions of several acidic or basic species of 4 were determined. (C) 2003 Elsevier B.V. All rights reserved.
• Hydrogen-bonded dimers of a thiacalixarene substituted by carbamoylmethylphosphineoxide groups at the wide rim
  作者：Oleg Kasyan、Vitaly Kalchenko、Michael Bolte、Volker Böhmer

  DOI：10.1039/b601016d

  日期：——

  A thiacalix[4]arene derivative bearing four carbamoylmethylphosphineoxide groups at the wide rim forms hydrogen-bonded, dimeric capsules with S8 symmetry in the crystalline state and in apolar solvents, where the inclusion of cationic guests could be proved by 1H NMR and ESI mass spectra.

  一种硫杂[4]炔衍生物在宽边缘处含有四个氨基甲酰基甲基氧化膦基团，在结晶状态和无极性溶剂中形成具有 S8 对称性的氢键二聚体胶囊，通过 1H NMR 和 ESI 质谱可以证明其中含有阳离子客体。