1,57,62,62,71,71-Hexamethyl-6,9,23,26,29,32,35,49,52-nonaoxa-76,77,78,79-tetrazatetradecacyclo[55.9.9.22,5.253,56.111,37.121,47.158,61.163,66.167,70.172,75.010,15.017,22.036,41.043,48]pentaoctaconta-2(85),3,5(84),10(15),11,13,17(22),18,20,36,38,40,43,45,47,53(81),54,56(80),58,60,63,65,67,69,72,74-hexacosaene | 1355162-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 1,57,62,62,71,71-Hexamethyl-6,9,23,26,29,32,35,49,52-nonaoxa-76,77,78,79-tetrazatetradecacyclo[55.9.9.22,5.253,56.111,37.121,47.158,61.163,66.167,70.172,75.010,15.017,22.036,41.043,48]pentaoctaconta-2(85),3,5(84),10(15),11,13,17(22),18,20,36,38,40,43,45,47,53(81),54,56(80),58,60,63,65,67,69,72,74-hexacosaene
• 英文别名: 1,57,62,62,71,71-hexamethyl-6,9,23,26,29,32,35,49,52-nonaoxa-76,77,78,79-tetrazatetradecacyclo[55.9.9.22,5.253,56.111,37.121,47.158,61.163,66.167,70.172,75.010,15.017,22.036,41.043,48]pentaoctaconta-2(85),3,5(84),10(15),11,13,17(22),18,20,36,38,40,43,45,47,53(81),54,56(80),58,60,63,65,67,69,72,74-hexacosaene
• CAS: 1355162-72-9
• 化学式: C₇₈H₈₂N₄O₉
• 分子量: 1219.53
• InChiKey: TZBSQGFRKWKIIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.3
• 重原子数：
  91
• 可旋转键数：
  0
• 环数：
  19.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  146
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  、 丙酮 在 三氟化硼乙醚 作用下， 反应 2.0h， 以15%的产率得到1,57,62,62,71,71-Hexamethyl-6,9,23,26,29,32,35,49,52-nonaoxa-76,77,78,79-tetrazatetradecacyclo[55.9.9.22,5.253,56.111,37.121,47.158,61.163,66.167,70.172,75.010,15.017,22.036,41.043,48]pentaoctaconta-2(85),3,5(84),10(15),11,13,17(22),18,20,36,38,40,43,45,47,53(81),54,56(80),58,60,63,65,67,69,72,74-hexacosaene
  参考文献：
  名称：

  Controlling Cesium Cation Recognition via Cation Metathesis within an Ion Pair Receptor

  摘要：

  Ion pair receptor 3 bearing an anion binding site and multiple cation binding sites has been synthesized and shown to function in a novel binding-release cycle that does not necessarily require displacement to effect release. The receptor forms stable complexes with the test cesium salts, CsCl and CsNO3, in solution (10% methanol-d(4) in chloroform-d) as inferred from H-1 NMR spectroscopic analyses. The addition of KClO4 to these cesium salt complexes leads to a novel type of cation metathesis in which the "exchanged" cations occupy different binding sites. Specifically, K+ becomes bound at the expense of the Cs+ cation initially present in the complex. Under liquid liquid conditions, receptor 3 is able to extract CsNO3 and CsCl from an aqueous D2O layer into nitrobenzene-d(5) as inferred from H-1 NMR spectroscopic analyses and radiotracer measurements. The Cs+ cation of the CsNO3 extracted into the nitrobenzene phase by receptor 3 may be released into the aqueous phase by contacting the loaded nitrobenzene phase with an aqueous KClO4 solution. Additional exposure of the nitrobenzene layer to chloroform and water gives 3 in its uncomplexed, ion-free form. This allows receptor 3 to be recovered for subsequent use. Support for the underlying complexation chemistry came from single-crystal X-ray diffraction analyses and gas-phase energy-minimization studies.

  DOI：

  10.1021/ja209706x

文献信息

• Controlling Cesium Cation Recognition via Cation Metathesis within an Ion Pair Receptor
  作者：Sung Kuk Kim、Gabriela I. Vargas-Zúñiga、Benjamin P. Hay、Neil J. Young、Lætitia H. Delmau、Charles Masselin、Chang-Hee Lee、Jong Seung Kim、Vincent M. Lynch、Bruce A. Moyer、Jonathan L. Sessler

  DOI：10.1021/ja209706x

  日期：2012.1.25

  Ion pair receptor 3 bearing an anion binding site and multiple cation binding sites has been synthesized and shown to function in a novel binding-release cycle that does not necessarily require displacement to effect release. The receptor forms stable complexes with the test cesium salts, CsCl and CsNO3, in solution (10% methanol-d(4) in chloroform-d) as inferred from H-1 NMR spectroscopic analyses. The addition of KClO4 to these cesium salt complexes leads to a novel type of cation metathesis in which the "exchanged" cations occupy different binding sites. Specifically, K+ becomes bound at the expense of the Cs+ cation initially present in the complex. Under liquid liquid conditions, receptor 3 is able to extract CsNO3 and CsCl from an aqueous D2O layer into nitrobenzene-d(5) as inferred from H-1 NMR spectroscopic analyses and radiotracer measurements. The Cs+ cation of the CsNO3 extracted into the nitrobenzene phase by receptor 3 may be released into the aqueous phase by contacting the loaded nitrobenzene phase with an aqueous KClO4 solution. Additional exposure of the nitrobenzene layer to chloroform and water gives 3 in its uncomplexed, ion-free form. This allows receptor 3 to be recovered for subsequent use. Support for the underlying complexation chemistry came from single-crystal X-ray diffraction analyses and gas-phase energy-minimization studies.