1,3-alternate-5,11,17,23-Tetra-tert-butyl-25,27-bis<(ethoxycarbonyl)methoxy>-26,28-bis(2-pyridylmethoxy)calix<4>arene | 129546-72-1

• 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: 1,3-alternate-5,11,17,23-Tetra-tert-butyl-25,27-bis<(ethoxycarbonyl)methoxy>-26,28-bis(2-pyridylmethoxy)calix<4>arene
• 英文别名: partial cone-5,11,17,23-Tetra-tert-butyl-25,27-bis<(ethoxycarbonyl)methoxy>-26,28-bis(2-pyridylmethoxy)calix<4>arene；cone-5,11,17,23-Tetra-tert-butyl-25,27-bis<(ethoxycarbonyl)methoxy>-26,28-bis(2-pyridylmethoxy)calix<4>arene；25,27-bis(ethoxycarbonylmethoxy)-26,28-bis(2-pyridylmethoxy)-5,11,17,23-tetra-tert-butylcalix<4>arene；Ethyl 2-[[5,11,17,23-tetratert-butyl-27-(2-ethoxy-2-oxoethoxy)-26,28-bis(pyridin-2-ylmethoxy)-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]acetate
• CAS: 129546-72-1；129645-91-6；139559-08-3；149880-90-0
• 化学式: C₆₄H₇₈N₂O₈
• 分子量: 1003.33
• InChiKey: YFGBPWIGMXFPLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.8
• 重原子数：
  74
• 可旋转键数：
  20
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  锂苦味酸盐 、 1,3-alternate-5,11,17,23-Tetra-tert-butyl-25,27-bis<(ethoxycarbonyl)methoxy>-26,28-bis(2-pyridylmethoxy)calix<4>arene 以 二氯甲烷 、 水 为溶剂， 生成 lithium;ethyl 2-[[5,11,17,23-tetratert-butyl-27-(2-ethoxy-2-oxoethoxy)-26,28-bis(pyridin-2-ylmethoxy)-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]acetate;2,4,6-trinitrophenolate
  参考文献：
  名称：

  Syntheses and ion selectivity of conformational isomers derived from calix[4]arene

  摘要：

  Three conformational isomers (cone, partial cone, and 1,3-alternate) of 5,11,17,23-tetra-tert-butyl-25,27-bis[(ethoxycarbonyl)methoxy]-26,28-bis(2-pyridylmethoxy)calix[4]arene (3) were synthesized from 5,11,17,23-tetra-tert-butyl-25,27-dihydroxy-26,28-bis(2-pyridylmethoxy)calix[4]arene (6). The examination of the metal selectivity in two-phase solvent extraction established that the cone conformer predominantly results when the base contains template metal cations, whereas the partial cone and 1,3-alternate conformers result when the base contains nontemplate metal cations. The solvent extraction data indicated that cone-3 shows the strong metal affinity as comparable with that of cone-5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(ethoxycarbonyl)methoxy]calix[4]arene (cone-2) and binds not only Na+ but Li+. On the other hand, partial-cone-2 shows a poor metal affinity. The difference was discussed on the basis of spectroscopic and X-ray crystallographic data. This paper demonstrates for the first time that the metal selectivity of ionophoric calix[n]arenes can be changed not only by the change in the ring size but also by the conformational change.

  DOI：

  10.1021/jo00031a034
• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 1,3-alternate-5,11,17,23-Tetra-tert-butyl-25,27-bis<(ethoxycarbonyl)methoxy>-26,28-bis(2-pyridylmethoxy)calix<4>arene
  参考文献：
  名称：

  Syntheses and ion selectivity of conformational isomers derived from calix[4]arene

  摘要：

  Three conformational isomers (cone, partial cone, and 1,3-alternate) of 5,11,17,23-tetra-tert-butyl-25,27-bis[(ethoxycarbonyl)methoxy]-26,28-bis(2-pyridylmethoxy)calix[4]arene (3) were synthesized from 5,11,17,23-tetra-tert-butyl-25,27-dihydroxy-26,28-bis(2-pyridylmethoxy)calix[4]arene (6). The examination of the metal selectivity in two-phase solvent extraction established that the cone conformer predominantly results when the base contains template metal cations, whereas the partial cone and 1,3-alternate conformers result when the base contains nontemplate metal cations. The solvent extraction data indicated that cone-3 shows the strong metal affinity as comparable with that of cone-5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(ethoxycarbonyl)methoxy]calix[4]arene (cone-2) and binds not only Na+ but Li+. On the other hand, partial-cone-2 shows a poor metal affinity. The difference was discussed on the basis of spectroscopic and X-ray crystallographic data. This paper demonstrates for the first time that the metal selectivity of ionophoric calix[n]arenes can be changed not only by the change in the ring size but also by the conformational change.

  DOI：

  10.1021/jo00031a034

文献信息

• Shinkai, Seiji; Otsuka, Toshio; Fujimoto, Kiyosi, Chemistry Letters, 1990, # 5, p. 835 - 838
  作者：Shinkai, Seiji、Otsuka, Toshio、Fujimoto, Kiyosi、Matsuda, Tsutomu

  DOI：——

  日期：——
• Fujimoto, Kiyoshi; Nishiyama, Nobuaki; Tsuzuki, Hirohisa, journal of the chemical society-perkin transactions 2, 1992, # 4, p. 643 - 648
  作者：Fujimoto, Kiyoshi、Nishiyama, Nobuaki、Tsuzuki, Hirohisa、Shinkai, Seiji

  DOI：——

  日期：——