p-tert-butylcalix(4)arene tetradiisopropylethanoamide | 301806-97-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: p-tert-butylcalix(4)arene tetradiisopropylethanoamide
• 英文别名: N,N-di(propan-2-yl)-2-[[5,11,17,23-tetratert-butyl-26,27,28-tris[2-[di(propan-2-yl)amino]-2-oxoethoxy]-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]acetamide
• CAS: 301806-97-3
• 化学式: C₇₆H₁₁₆N₄O₈
• 分子量: 1213.78
• InChiKey: FSSXAOWBFMSVTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.8
• 重原子数：
  88
• 可旋转键数：
  24
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  p-tert-butylcalix(4)arene tetradiisopropylethanoamide 、 lutetium triflate 以 氘代乙腈 为溶剂， 生成 p-tert-butylcalix(4)arene tetradiisopropylethanoamide complex of lutetium
  参考文献：
  名称：

  Complexation of Calixarene Derivatives and Lanthanide Cations in Nonaqueous Media

  摘要：

  The complexing properties of two lower rim calix(4)arene derivatives, namely, 5,11,17,23-tetrakis(1,1-dimethylethyl)-25,27-bis[2-(methylthio)ethoxy]-26,28-bis[2-(diethylamine)ethoxy ]calix(4)arene (1a) and p-tert-butylcalix(4)arene tetradiisopropylethanoamide (1b) toward lanthanide(III), scandium, and yttrium cations in acetonitrile and in NN-dimethylformamide at 298.15 K were investigated. H-1 NMR complexation experiments established the presence of interactions between the hydrophilic cavity of these macrocycles and these metal cations and revealed the active sites of complexation of these ligands. Conductance measurements were used to (i) establish the concentrations at which the lanthanide trifluoromethanesulfonate salts are fully dissociated 3:1 electrolytes in these solvents and (ii) determine the composition of the metal-ion complex in these solvents. Titration microcalorimetry was used to derive the thermodynamics of complexation of these macrocycles and lanthanide(III) cations in acetonitrile and NN-dimethylformamide at 298.15 K. No reliable thermodynamic data could be obtained from classical calorimetry due to the slow kinetics observed in the complexation of these calixarene derivatives and these cations in these solvents. Stability constants of la were also determined by the competitive potentiometric method using the silver electrodes. Excellent agreement was found between the data derived from calorimetry and those derived by potentiometry. For all the systems investigated, the complexation process between these cations and these ligands was enthalpically controlled. Enthalpy-entropy compensation effects were observed in the complexation of la and the different lanthanide(III) cations in acetonitrile and in N,N-dimethylformamide, as suggested by the absence of significant variations in the Gibbs energies of complexation in each case. As far Ib is concerned, a selective behavior was observed for this ligand and the various cations in acetonitrile with the highest stabilities found for gadolinium and europium. The enthalpic and entropic contributions to the Gibbs energy associated with these processes are analyzed. Final conclusions are given.

  DOI：

  10.1021/jp011124g