10,22-Bis-(4-bromo-phenyl)-1,4,7,13,16,19-hexaoxa-10,22-diaza-cyclotetracosane-9,23-dione | 667419-53-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: 10,22-Bis-(4-bromo-phenyl)-1,4,7,13,16,19-hexaoxa-10,22-diaza-cyclotetracosane-9,23-dione
• CAS: 667419-53-6
• 化学式: C₂₈H₃₆Br₂N₂O₈
• 分子量: 688.41
• InChiKey: OPPRQXQWCXHCAS-UHFFFAOYSA-N

物化性质

• 沸点：
  875.1±65.0 °C(Predicted)
• 密度：
  1.355±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  40.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  96.0
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  10,22-Bis-(4-bromo-phenyl)-1,4,7,13,16,19-hexaoxa-10,22-diaza-cyclotetracosane-9,23-dione 在 硼烷四氢呋喃络合物 作用下， 生成 10,22-Bis-(4-bromo-phenyl)-1,4,7,13,16,19-hexaoxa-10,22-diaza-cyclotetracosane
  参考文献：
  名称：

  Substituent effects in the binding of bis(4-fluorobenzyl)ammonium ions by dianilino[24]crown-8

  摘要：

  A series of para-substituted dianilino[24]crown-8 (DA24C8) macrocycles were synthesized and their ability to form host-guest complexes with bis(4-fluorobenzyl)ammonium ions (DFA(+)) were investigated. Although these crown ethers contain weakly hydrogen bonding aniline motifs, they do bind DFA(+) in CDCl3/CD3NO2 solution, presumably in a pseudo rotaxane-like manner. A plot of the values of the relative binding strengths (log[K-a(R)/K-a(H)]) versus the Hammett substituent constants sigma(+) of the groups at the para-position of the aniline units suggests that a linear free energy correlation exists for this self-assembly process. The strength of the binding between the crown ether and the thread-like ion can be fine-tuned over a narrow range by judicious choice of the substituting groups. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.10.132
• 作为产物：
  描述：

  2,2'-[氧基二(乙烯氧基)]二乙酰二氯 、 以 甲苯 为溶剂， 生成 10,22-Bis-(4-bromo-phenyl)-1,4,7,13,16,19-hexaoxa-10,22-diaza-cyclotetracosane-9,23-dione
  参考文献：
  名称：

  Substituent effects in the binding of bis(4-fluorobenzyl)ammonium ions by dianilino[24]crown-8

  摘要：

  A series of para-substituted dianilino[24]crown-8 (DA24C8) macrocycles were synthesized and their ability to form host-guest complexes with bis(4-fluorobenzyl)ammonium ions (DFA(+)) were investigated. Although these crown ethers contain weakly hydrogen bonding aniline motifs, they do bind DFA(+) in CDCl3/CD3NO2 solution, presumably in a pseudo rotaxane-like manner. A plot of the values of the relative binding strengths (log[K-a(R)/K-a(H)]) versus the Hammett substituent constants sigma(+) of the groups at the para-position of the aniline units suggests that a linear free energy correlation exists for this self-assembly process. The strength of the binding between the crown ether and the thread-like ion can be fine-tuned over a narrow range by judicious choice of the substituting groups. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.10.132