5,11,17,23-tetrabromo-25,26,27,28-tetrakis(2-ethoxyethoxy)calix[4]arene | 255367-31-8

• 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-tetrabromo-25,26,27,28-tetrakis(2-ethoxyethoxy)calix[4]arene
• 英文别名: 5,11,17,23-tetrabromo-25,26,27,28-tetrakis(ethoxyethoxy)calix[4]arene；5,11,17,23-Tetrabromo-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: 255367-31-8
• 化学式: C₄₄H₅₂Br₄O₈
• 分子量: 1028.51
• InChiKey: DOZXOVWOBDFZBE-UHFFFAOYSA-N

物化性质

• 沸点：
  923.6±65.0 °C(Predicted)
• 密度：
  1.435±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.2
• 重原子数：
  56
• 可旋转键数：
  20
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 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-tetrabromo-25,26,27,28-tetrakis(2-ethoxyethoxy)calix[4]arene 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 51.17h， 生成 5,17-dibromo-11,23-bis[(tert-butyldimethyl)silyloxymethyl]-25,26,27,28-tetrakis(2-ethoxyethoxy)calix[4]arene
  参考文献：
  名称：

  Molenveld, Peter; Engbersen, Johan F. J.; Reinhoudt, David N., European Journal of Organic Chemistry, 1999, # 12, p. 3269 - 3275

  摘要：

  DOI：
• 作为产物：
  描述：

  25,26,27,28-tetra(ethoxyethoxy)-calix[4]arene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 丁酮 为溶剂， 反应 18.0h， 以82%的产率得到5,11,17,23-tetrabromo-25,26,27,28-tetrakis(2-ethoxyethoxy)calix[4]arene
  参考文献：
  名称：

  Molenveld, Peter; Engbersen, Johan F. J.; Reinhoudt, David N., European Journal of Organic Chemistry, 1999, # 12, p. 3269 - 3275

  摘要：

  DOI：

文献信息

• 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。
• Hioki; Nakaoka; Maruyama, Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 24, p. 3265 - 3268
  作者：Hioki、Nakaoka、Maruyama、Kodama

  DOI：——

  日期：——
• Metal-Mediated Self-Assembly of Pyridylcalixarenes:  Prevention of Intramolecular Metal Chelation Is Essential in Constructing Molecular Capsules
  作者：Zhenlin Zhong、Atsushi Ikeda、Masatsugu Ayabe、Seiji Shinkai、Shigeru Sakamoto、Kentaro Yamaguchi

  DOI：10.1021/jo0011686

  日期：2001.2.1

  To construct calixarene-based molecular capsules utilizing the pyridyl-Pd(II) interaction, reactions of cone-pyridylcalix[4] arene 3, cone-pyridylcalix[5]arene 13, and cone-pyridylcalix[il arene bis-crown 16 with square-planar Pd(II) complex 7 were investigated. Because of the coexistence of intermolecular binding and chelate-forming intramolecular binding, the reactions of cone-pyridylcalix[4]arene 3 or cone-pyridylcalix[5]arene 13 with cis-Pd(II) complex 7 yield complicated, structure-unknown oligomers. The short dioxyethylene bridges on the lower rim of pyridylcalix[4] arene his-crown 16 rigidify the cone conformation and thus prohibit 16 from the intramolecular binding with a metal component. Thus, two cone-tetrapyridylcalix[4] arene his-crown 16 and four cis-Pd(II) complex molecules self-assemble into molecular capsules that exist as a parallel/antiparallel conformer mixture in a nearly 1:1 ratio. The results demonstrated that to prevent entropically favorable intramolecular binding is essential in constructing higher capsule-like structures with calixarene building blocks by self-assembling.