4,12,18,26,31,34,37-Heptaoxa-1,15,40,41-tetraazatetracyclo<13.13.11^1,15.1^6,10.1^20,24>hentetraconta-6(40),7,9,20(41),21,23-hexaene | 144084-67-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4,12,18,26,31,34,37-Heptaoxa-1,15,40,41-tetraazatetracyclo<13.13.11^1,15.1^6,10.1^20,24>hentetraconta-6(40),7,9,20(41),21,23-hexaene
• 英文别名: 4,12,18,26,31,34,37-Heptaoxa-1,15,40,41-tetraazatetracyclo[13.13.11^1,15.1^6,10.1^20,24]hentetraconta-6(40),7,9,20(41),21,23-hexaene；4,12,18,26,31,34,37-Heptaoxa-1,15,40,41-tetrazatetracyclo[13.13.11.16,10.120,24]hentetraconta-6(41),7,9,20,22,24(40)-hexaene
• CAS: 144084-67-3
• 化学式: C₃₀H₄₆N₄O₇
• 分子量: 574.718
• InChiKey: LJXNHPGOMYTEEB-UHFFFAOYSA-N

物化性质

• 沸点：
  726.8±55.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  41
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  96.9
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  双[2-(2-氯化乙氧基)乙基]醚 在 sodium hydride 、 sodium carbonate 作用下， 以 xylene 为溶剂， 反应 50.0h， 生成 4,12,18,26,31,34,37-Heptaoxa-1,15,40,41-tetraazatetracyclo<13.13.11^1,15.1^6,10.1^20,24>hentetraconta-6(40),7,9,20(41),21,23-hexaene
  参考文献：
  名称：

  Synthesis and complexation properties of new unsymmetrical cryptands

  摘要：

  Twelve novel unsymmetrical cryptands (1-12) containing various units (methylene, 2-methylenylpropylene, pyridine-2,6-diyldimethylene, o- and m-xylylene) each in two bridges have been synthesized by a one-step cyclization procedure. These cryptands were obtained by treating tetraalcohols 15-17, obtained from diethanolamine and diglycolyl dichloride followed by reduction or from diethanolamine and the appropriate oligoethylene glycol dichloride or ditosylate, with methylene chloride, 3-chloro-2-(chloromethyl)-l-propene, alpha,alpha'-dibromo-o-xylene, alpha,alpha'-dibromo-m-xylene, and 2,6-pyridinediyldimethyl ditosylate. Cryptancls 7 and 11, containing two acetal functions, were obtained in yields of 59 and 40%, respectively. Bis(2-methylenepropylene)-bridged cryptand 4 was independently synthesized by another method. Complexation properties of nearly all of these cryptands with the alkali metal cations were studied by an NMR technique. Some of the results were verified by a calorimetric titration technique. Cryptands 5 and 9, containing a 2,6-pyridinediyldimethylene unit in two bridges, and 11, containing a methylene unit in two bridges, showed high selectivity for potassium over sodium ions by factors ranging from 40 to 200. Bisacetal-containing cryptand 7 exhibited high selectivity for sodium over potassium ions with a selectivity factor of over 1000.

  DOI：

  10.1021/jo00049a013

文献信息

• A novel two-step method to prepare new unsymmetrical cryptands
  作者：Jerald S. Bradshaw、Krzysztof E. Krakowiak、Haoyun An、Tingmin Wang、Chengyue Zhu、Reed M. Izatt

  DOI：10.1016/s0040-4039(00)61220-0

  日期：1992.8

  A novel two-step method to prepare unsymmetrical cryptands from available diethanolamine, oligoethylene glycol dichloride and other dihalides is reported. A new cryptand with two bridges each containing one methylene unit exhibited a sodium over potassium selectivity of more than 1,000.
• Synthesis and complexation properties of new unsymmetrical cryptands
  作者：Jerald S. Bradshaw、Haoyun An、Krzysztof E. Krakowiak、Tingmin Wang、Chengyue Zhu、Reed M. Izatt

  DOI：10.1021/jo00049a013

  日期：1992.11

  Twelve novel unsymmetrical cryptands (1-12) containing various units (methylene, 2-methylenylpropylene, pyridine-2,6-diyldimethylene, o- and m-xylylene) each in two bridges have been synthesized by a one-step cyclization procedure. These cryptands were obtained by treating tetraalcohols 15-17, obtained from diethanolamine and diglycolyl dichloride followed by reduction or from diethanolamine and the appropriate oligoethylene glycol dichloride or ditosylate, with methylene chloride, 3-chloro-2-(chloromethyl)-l-propene, alpha,alpha'-dibromo-o-xylene, alpha,alpha'-dibromo-m-xylene, and 2,6-pyridinediyldimethyl ditosylate. Cryptancls 7 and 11, containing two acetal functions, were obtained in yields of 59 and 40%, respectively. Bis(2-methylenepropylene)-bridged cryptand 4 was independently synthesized by another method. Complexation properties of nearly all of these cryptands with the alkali metal cations were studied by an NMR technique. Some of the results were verified by a calorimetric titration technique. Cryptands 5 and 9, containing a 2,6-pyridinediyldimethylene unit in two bridges, and 11, containing a methylene unit in two bridges, showed high selectivity for potassium over sodium ions by factors ranging from 40 to 200. Bisacetal-containing cryptand 7 exhibited high selectivity for sodium over potassium ions with a selectivity factor of over 1000.