25,27-bis(2-p-toluenesulfonyl(bisoxyethyloxyethyl)oxy)-26,28-bis(1-propyloxy)calix[4]arene, 1,3-alternate | 688330-16-7

• 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: 25,27-bis(2-p-toluenesulfonyl(bisoxyethyloxyethyl)oxy)-26,28-bis(1-propyloxy)calix[4]arene, 1,3-alternate
• 英文别名: 2-[2-[[27-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]-26,28-dipropoxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaenyl]oxy]ethoxy]ethyl 4-methylbenzenesulfonate
• CAS: 688330-16-7
• 化学式: C₅₆H₆₄O₁₂S₂
• 分子量: 993.249
• InChiKey: WNFJNORDHZXXSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.8
• 重原子数：
  70
• 可旋转键数：
  24
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  159
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  25,27-dihydroxy-26,28-dipropoxycalix[4]arene 、 25,27-bis(2-p-toluenesulfonyl(bisoxyethyloxyethyl)oxy)-26,28-bis(1-propyloxy)calix[4]arene, 1,3-alternate 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 以9%的产率得到60,61,69,70-Tetrapropoxy-3,6,9,29,32,35-hexaoxaundecacyclo[35.15.7.711,27.117,21.143,47.154,58.02,49.010,15.023,28.036,41.163,67]heptaconta-1(52),2(49),10(15),11,13,17(69),18,20,23(28),24,26,36(41),37,39,43,45,47(61),50,54(60),55,57,63,65,67(70)-tetracosaene
  参考文献：
  名称：

  Toward Synthetic Tubes for NO₂/N₂O₄:  Design, Synthesis, and Host−Guest Chemistry

  摘要：

  Design of molecular nanotubes is proposed for entrapment and conversion of NO2/N2O4 gases. Synthesis of 1,3-alternate bis-calix[4]arene tube 3 of 5 x 11 Angstrom internal dimensions is presented, and its reversible reactions with NO2/N2O4 in solution are studied. Exposure of 3 to NO2/N2O4 in chlorinated solvents results in the rapid encapsulation of nitrosonium (NO+) cations within its interior. Mono- and dinitrosonium complexes 4 and 5, respectively, were isolated and characterized by UV-vis, FTIR, and H-1 NMR spectroscopies, and also molecular modeling. The NO+ entrapment process is reversible, and addition of water quickly recovered starting tube 3. Encapsulated within the tube NO+ species act as nitrosating agents for secondary amides. These findings open wider perspectives toward NO2/NOx storing and converting materials and also offer a promise for further development of supramolecular chemistry of synthetic nanotubes.

  DOI：

  10.1021/ja0392869
• 作为产物：
  描述：

  25,27-dihydroxy-26,28-dipropoxycalix[4]arene 在 sodium hydroxide 、 caesium carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 48.0h， 生成 25,27-bis(2-p-toluenesulfonyl(bisoxyethyloxyethyl)oxy)-26,28-bis(1-propyloxy)calix[4]arene, 1,3-alternate
  参考文献：
  名称：

  Toward Synthetic Tubes for NO₂/N₂O₄:  Design, Synthesis, and Host−Guest Chemistry

  摘要：

  Design of molecular nanotubes is proposed for entrapment and conversion of NO2/N2O4 gases. Synthesis of 1,3-alternate bis-calix[4]arene tube 3 of 5 x 11 Angstrom internal dimensions is presented, and its reversible reactions with NO2/N2O4 in solution are studied. Exposure of 3 to NO2/N2O4 in chlorinated solvents results in the rapid encapsulation of nitrosonium (NO+) cations within its interior. Mono- and dinitrosonium complexes 4 and 5, respectively, were isolated and characterized by UV-vis, FTIR, and H-1 NMR spectroscopies, and also molecular modeling. The NO+ entrapment process is reversible, and addition of water quickly recovered starting tube 3. Encapsulated within the tube NO+ species act as nitrosating agents for secondary amides. These findings open wider perspectives toward NO2/NOx storing and converting materials and also offer a promise for further development of supramolecular chemistry of synthetic nanotubes.

  DOI：

  10.1021/ja0392869