2-(4-Acetylphenoxy)ethyl 4-methylbenzenesulfonate | 55078-43-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-Acetylphenoxy)ethyl 4-methylbenzenesulfonate
• CAS: 55078-43-8
• 化学式: C₁₇H₁₈O₅S
• 分子量: 334.393
• InChiKey: LCEOEQGPMPIOBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  1-[4-(2-羟基乙氧基)苯基]乙酮 、 对甲苯磺酰氯 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 以96%的产率得到2-(4-Acetylphenoxy)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

文献信息

• KF and CsF Recognition and Extraction by a Calix[4]crown-5 Strapped Calix[4]pyrrole Multitopic Receptor
  作者：Sung Kuk Kim、Vincent M. Lynch、Neil J. Young、Benjamin P. Hay、Chang-Hee Lee、Jong Seung Kim、Bruce A. Moyer、Jonathan L. Sessler

  DOI：10.1021/ja310673p

  日期：2012.12.26

  ion-pair receptor 1, bearing a calix[4]pyrrole for anion binding and calix[4]arene crown-5 for cation recognition, was found to act as a receptor for both CsF and KF ion-pairs. Both substrates are bound strongly but via different binding modes and with different complexation dynamics. Specifically, exposure to KF in 10% CD(3)OD in CDCl(3) leads first to complexation of the K(+) cation by the calix[4]arene

  根据 (1)H NMR 光谱分析和单晶 X 射线晶体结构数据，离子对受体 1 带有用于阴离子结合的杯 [4] 吡咯和用于阳离子识别的杯 [4] 芳烃冠 5 , 被发现作为 CsF 和 KF 离子对的受体。两种底物均通过不同的结合模式和不同的络合动力学牢固结合。具体而言，在CDCl(3) 中的10% CD(3)OD 中暴露于KF 首先导致K(+) 阳离子与杯[4] 芳烃冠5 部分发生络合。随着 KF 的相对浓度增加，杯 [4] 吡咯亚基会结合 F(-) 阴离子。一旦结合，K(+) 阳离子和 F(-) 阴离子会产生稳定的 1:1 离子对复合物，通常会从溶液中沉淀出来。与 KF 所看到的相反，CsF 离子对与受体 1 以两种不同的模式在 CDCl(3) 中的 10% CD(3)OD 中相互作用。在其中的第一个中，Cs(+) 阳离子与杯[4]芳烃冠 5 环弱相互作用。在热力学上更稳定的第二种相互作用模式中，Cs(+)
• RUFER C.; KESSLER H.-J.; SCHROEDER E., J. MED. CHEM. <JMCM-AR>, 1975, 18, NO 3, 253-258
  作者：RUFER C.、 KESSLER H.-J.、 SCHROEDER E.

  DOI：——

  日期：——