5,11,17,23,29,35-hexa-p-tert-butyl-37,39,41-tris<(cyanopropyl)oxy>-38,40,42-trimethoxycalix<6>arene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23,29,35-hexa-p-tert-butyl-37,39,41-tris<(cyanopropyl)oxy>-38,40,42-trimethoxycalix<6>arene
• 英文别名: 5,11,17,23,29,35-hexa-p-tert-butyl-37,39,41-tris[(cyanopropyl)oxy]-38,40,42-trimethoxycalix[6]arene；4-[[5,11,17,23,29,35-Hexatert-butyl-39,41-bis(3-cyanopropoxy)-38,40,42-trimethoxy-37-heptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3,5,7(42),9,11,13(41),15,17,19(40),21(39),22,24,27(38),28,30,33(37),34-octadecaenyl]oxy]butanenitrile
• 化学式: C₈₁H₁₀₅N₃O₆
• 分子量: 1216.74
• InChiKey: JIIJRPTYYRKMGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.5
• 重原子数：
  90
• 可旋转键数：
  21
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  5,11,17,23,29,35-hexa-p-tert-butyl-37,39,41-tris<(cyanopropyl)oxy>-38,40,42-trimethoxycalix<6>arene 在 sodium tetrahydroborate 、 cobalt(II) chloride 作用下， 以 甲醇 为溶剂， 反应 28.0h， 以92%的产率得到5,11,17,23,29,35-hexa-p-tert-butyl-37,39,41-tris<(aminobutyl)oxy>-38,40,42-trimethoxycalix<6>arene
  参考文献：
  名称：

  Complexation of Halide Anions and Tricarboxylate Anions by Neutral Urea-Derivatized p-tert-Butylcalix[6]arenes

  摘要：

  Two neutral receptors for halide anions and tricarboxylate anions have been synthesized on the basis of p-tert-butylcalix[6]arene, symmetrically functionalized with three butyl(thio)urea groups at the 1,3,5-phenolic positions. The anion complexation has been studied by H-1 NMR titration experiments, FTIR spectroscopy, and FAB mass spectrometry. The receptors bind halide and tricarboxylate anions exclusively through hydrogen bonding in a 1:1 fashion in CDCl3. For halide anions, a preference for bromide over chloride ions is observed, with a highest binding constant K-a of 1.4 x 10(3) M(-1) with receptor 4 containing the urea moieties. Thiourea receptor 5 most strongly binds 1,3,5-benzenetricarboxylate anions (K-a = 2.9 x 10(5) M(-1)) whereas 1,2,4- and 1,2,3-benzenetricarboxylate anions are complexed better by receptor 4 (K-a = 2.3 x 10(4) and 4.7 x 10(4) M(-1), respectively). An explanation for the difference in the binding of halide and tricarboxylate anions by 4 and 5 is given. The mo de of binding in the complex of 5 with 1,3,5-benzenetricarboxylate was elucidated by low-temperature NOESY spectroscopy.

  DOI：

  10.1021/jo00125a035
• 作为产物：
  描述：

  1,3,5-trimethoxy-p-tert-butylcalix[6]arene 、 4-溴丁腈 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以62%的产率得到5,11,17,23,29,35-hexa-p-tert-butyl-37,39,41-tris<(cyanopropyl)oxy>-38,40,42-trimethoxycalix<6>arene
  参考文献：
  名称：

  Complexation of Halide Anions and Tricarboxylate Anions by Neutral Urea-Derivatized p-tert-Butylcalix[6]arenes

  摘要：

  Two neutral receptors for halide anions and tricarboxylate anions have been synthesized on the basis of p-tert-butylcalix[6]arene, symmetrically functionalized with three butyl(thio)urea groups at the 1,3,5-phenolic positions. The anion complexation has been studied by H-1 NMR titration experiments, FTIR spectroscopy, and FAB mass spectrometry. The receptors bind halide and tricarboxylate anions exclusively through hydrogen bonding in a 1:1 fashion in CDCl3. For halide anions, a preference for bromide over chloride ions is observed, with a highest binding constant K-a of 1.4 x 10(3) M(-1) with receptor 4 containing the urea moieties. Thiourea receptor 5 most strongly binds 1,3,5-benzenetricarboxylate anions (K-a = 2.9 x 10(5) M(-1)) whereas 1,2,4- and 1,2,3-benzenetricarboxylate anions are complexed better by receptor 4 (K-a = 2.3 x 10(4) and 4.7 x 10(4) M(-1), respectively). An explanation for the difference in the binding of halide and tricarboxylate anions by 4 and 5 is given. The mo de of binding in the complex of 5 with 1,3,5-benzenetricarboxylate was elucidated by low-temperature NOESY spectroscopy.

  DOI：

  10.1021/jo00125a035