1,4,8,11-tetraphenacyl-1,4,8,11-tetraazacyclotetradecane | 136576-68-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4,8,11-tetraphenacyl-1,4,8,11-tetraazacyclotetradecane
• 英文别名: 1-Phenyl-2-(4,8,11-triphenacyl-1,4,8,11-tetrazacyclotetradec-1-yl)ethanone
• CAS: 136576-68-6
• 化学式: C₄₂H₄₈N₄O₄
• 分子量: 672.868
• InChiKey: ODFZUYGIZLFWMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  50
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  81.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,4,8,11-四氮杂环十四烷 、 2-溴苯乙酮 以40%的产率得到1,4,8,11-tetraphenacyl-1,4,8,11-tetraazacyclotetradecane
  参考文献：
  名称：

  Multiarmed macrocyclic polyamines exhibiting unique cation-binding and cation-transport properties toward alkali-metal and alkaline-earth-metal cations

  摘要：

  A variety of multiarmed macrocyclic polyamines were prepared as a new type of metal carrier, in which amide-, ester-, nitrile-, and ketone-functionalized arms were attached as secondary donor sites. Extraction and C-13 NMR binding experiments revealed that their cation-binding behavior was largely dependent on the nature of the arm donor group as well as the size of the parent polyamine ring. In particular, introduction of an amide-functionalized arm into a suitable polyamine ring significantly enhanced binding ability toward "hard" metal cations, while the parent polyamine ring weakly bound these metal cations. Their unique cation-binding properties offered an effective membrane transport of hard metal cations. Since the cation-binding and -transport profiles of the new multiarmed macrocyclic polyamines differed greatly from those observed with conventional polyamines and related macrocycles, the present study provides a new possibility for designing a novel, macrocyclic polyamine type of synthetic carrier.

  DOI：

  10.1021/jo00025a028