5,11,17,23-tetrakis(chloromethyl)-25,26,27,28-tetrakis(ethoxyethoxy)calix<4>arene | 155057-44-6

• 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-tetrakis(chloromethyl)-25,26,27,28-tetrakis(ethoxyethoxy)calix<4>arene
• 英文别名: 5,11,17,23-Tetrakis(chloromethyl)-25,26,27,28-tetrakis(ethoxyethyl)calix<4>arene；5,11,17,23-tetrakis(chloromethyl)-25,26,27,28-tetrakis(2-ethoxyethoxy)calix[4]arene；5,11,17,23-tetra(chloromethyl)-25,26,27,28-tetrakis-(2-ethoxyethyl)calix[4]arene；5,11,17,23-tetrakis(chloromethyl)-25,26,27,28-tetrakis(ethoxyethoxy)calix[4]arene；5,11,17,23-Tetrakis(chloromethyl)-25,26,27,28-tetrakis(2-ethoxyethoxy)pentacyclo[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
• CAS: 155057-44-6；156714-22-6
• 化学式: C₄₈H₆₀Cl₄O₈
• 分子量: 906.812
• InChiKey: GCOHCDDWJWZCGK-UHFFFAOYSA-N

物化性质

• 沸点：
  954.2±65.0 °C(Predicted)
• 密度：
  1.189±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  60
• 可旋转键数：
  24
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetrakis(chloromethyl)-25,26,27,28-tetrakis(ethoxyethoxy)calix<4>arene 在 亚磷酸三乙酯 、 三甲基溴硅烷 作用下， 反应 24.0h， 以54%的产率得到5,11,17,23-tetrakis(phosphonomethyl)-25,26,27,28-tetrakis(2-ethoxyethoxy)calix[4]arene
  参考文献：
  名称：

  Multiple ionic interactions for noncovalent synthesis of molecular capsules in polar solvents

  摘要：

  报告了带相反电荷的（硫杂）杯[4]芳烃在甲醇和甲醇-水等极性溶剂中自组装产生的分子胶囊的形成和表征。 1H NMR 和质谱 (ESI-MS) 表明，多重离子相互作用使得互补的 (thia)calix[4] 芳烃 1 和 2a-d 自组装成 1:1 复合物。等温滴定量热法 (ITC) 用于确定缔合常数，根据配合物中涉及的离子基团，缔合常数在 103 到 106 M−1 之间变化。还获得了组件1•2d的X射线结构。与溶液不同，在固态中1•2d 形成1∶1 三维网络，其中2d 采用1,2-交替构象。

  DOI：

  10.1039/b412409j
• 作为产物：
  描述：

  5,11,17,23-tetra(hydroxymethyl)-25,26,27,28-tetrakis-(2-ethoxyethyl)calix[4]arene 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以60%的产率得到5,11,17,23-tetrakis(chloromethyl)-25,26,27,28-tetrakis(ethoxyethoxy)calix<4>arene
  参考文献：
  名称：

  Calix[4]arenes Linked to Multiple Bidentate N-Donors:  Potential Ligands for Synthetic Modeling of Multinuclear Metalloenzymes

  摘要：

  [GRAPHICS]A series of calix[4]arenes incorporating three or four bidentate diamines or pyridylamines attached at the "upper rim" were synthesized via practical protocols. Proof of structure was obtained in one instance by X-ray crystallography. These molecules are designed for general use as ligands for the preparation of multinuclear active site models of metalloenzymes.

  DOI：

  10.1021/ol025715g

文献信息

• Ikeda, Atsushi; Shinkai, Seiji, Journal of the American Chemical Society, 1994, vol. 116, # 7, p. 3102 - 3110
  作者：Ikeda, Atsushi、Shinkai, Seiji

  DOI：——

  日期：——
• Unusually high ionophoricity of 1,3-alternate-calix[4]arenes: π-Donor participation in the complexation of cations?
  作者：Atsushi Ikeda、Seiji Shinkai

  DOI：10.1016/s0040-4039(00)60194-6

  日期：1992.11

  It was found that 1,3-alternate-calix[4]arenes having cavities composed of two oxygens and two benzene rings show the metal affinity much higher than cone-calix[4]arenes having a cavity composed of four oxygens. The unexpected finding is most likely rationalized in terms of the "pi-donor participation" in the metal complexation.
• Siepen, Astrid; Zett, Andreas; Voegtle, Fritz, Liebigs Annalen, 1996, # 5, p. 757 - 760
  作者：Siepen, Astrid、Zett, Andreas、Voegtle, Fritz

  DOI：——

  日期：——
• Calix[4]arenes Linked to Multiple Bidentate N-Donors:  Potential Ligands for Synthetic Modeling of Multinuclear Metalloenzymes
  作者：Douglas J. E. Spencer、Bryan J. Johnson、Brian J. Johnson、William B. Tolman

  DOI：10.1021/ol025715g

  日期：2002.4.1

  [GRAPHICS]A series of calix[4]arenes incorporating three or four bidentate diamines or pyridylamines attached at the "upper rim" were synthesized via practical protocols. Proof of structure was obtained in one instance by X-ray crystallography. These molecules are designed for general use as ligands for the preparation of multinuclear active site models of metalloenzymes.
• Multiple ionic interactions for noncovalent synthesis of molecular capsules in polar solvents
  作者：Francesca Corbellini、Fijs W. B. van Leeuwen、Hans Beijleveld、Huub Kooijman、Anthony L. Spek、Willem Verboom、Mercedes Crego-Calama、David N. Reinhoudt

  DOI：10.1039/b412409j

  日期：——

  The formation and characterization of molecular capsules resulting from the self-assembly between oppositely charged (thia)calix[4]arenes in polar solvents like MeOH and MeOH–H2O are reported. The multiple ionic interactions allow the self-assembly of the complementary (thia)calix[4]arenes 1 and 2a–d into 1∶1 complexes as revealed by 1H NMR and mass spectrometry (ESI-MS). Isothermal titration calorimetry (ITC) was used to determine the association constants, which, depending on the ionic groups involved in the complexes, vary between 103 and 106 M−1. An X-ray structure of the assembly 1•2d was also obtained. Unlike in solution, in the solid state 1•2d forms a 1∶1 three-dimensional network in which 2d adopts a 1,2-alternate conformation.

  报告了带相反电荷的（硫杂）杯[4]芳烃在甲醇和甲醇-水等极性溶剂中自组装产生的分子胶囊的形成和表征。 1H NMR 和质谱 (ESI-MS) 表明，多重离子相互作用使得互补的 (thia)calix[4] 芳烃 1 和 2a-d 自组装成 1:1 复合物。等温滴定量热法 (ITC) 用于确定缔合常数，根据配合物中涉及的离子基团，缔合常数在 103 到 106 M−1 之间变化。还获得了组件1•2d的X射线结构。与溶液不同，在固态中1•2d 形成1∶1 三维网络，其中2d 采用1,2-交替构象。