2-(4-(1,1-di(1H-pyrrol-2-yl)ethyl)phenoxy)ethyl 4-methylbenzenesulfonate | 1355162-73-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-(1,1-di(1H-pyrrol-2-yl)ethyl)phenoxy)ethyl 4-methylbenzenesulfonate
• CAS: 1355162-73-0
• 化学式: C₂₅H₂₆N₂O₄S
• 分子量: 450.558
• InChiKey: RAHDIUKDDDNRDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.79
• 重原子数：
  32.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  84.18
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(4-(1,1-di(1H-pyrrol-2-yl)ethyl)phenoxy)ethyl 4-methylbenzenesulfonate 、 calix[4]arene-crown-5 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 以61%的产率得到
  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
• 作为产物：
  描述：

  吡咯 、 2-(4-Acetylphenoxy)ethyl 4-methylbenzenesulfonate 在 三氟乙酸 作用下， 反应 7.0h， 以62%的产率得到2-(4-(1,1-di(1H-pyrrol-2-yl)ethyl)phenoxy)ethyl 4-methylbenzenesulfonate
  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