25,27-bis(1-propyloxy)calix[4]arene azacrown-5 | 268746-67-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 25,27-bis(1-propyloxy)calix[4]arene azacrown-5
• 英文别名: 40,41-Dipropoxy-3,6,12,15-tetraoxa-9-azahexacyclo[15.15.7.123,27.134,38.02,29.016,21]hentetraconta-1(32),2(29),16(21),17,19,23,25,27(41),30,34(40),35,37-dodecaene
• CAS: 268746-67-4；334905-17-8
• 化学式: C₄₂H₅₁NO₆
• 分子量: 665.87
• InChiKey: OJORURRJDPVWRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  49
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(溴甲基)芘 、 25,27-bis(1-propyloxy)calix[4]arene azacrown-5 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以21%的产率得到N-(1-pyrenemethyl)-25,27-bis(1-propyloxy)calix[4]arene azacrown-5
  参考文献：
  名称：

  -武装的杯[4]氮杂ac作为新的荧光离子载体：通过荧光变化的“分子跆拳道”过程。

  摘要：

  合成了一系列新的基于杯芳烃的氟离子载体。使用我们的新杯芳烃衍生物，其中冠状醚和氮杂冠状醚作为两个结合位点，发现金属离子在这两个配体之间选择性地选择了更好的结合口袋。Ag（+）-K（+），Cu（2 +）-K（+）和Ag（+）-Cs（+）对之间有趣的“分子跆拳道”过程很容易通过荧光变化进行监测。

  DOI：

  10.1021/jo010877w
• 作为产物：
  描述：

  9-(4-Methylphenyl)sulfonyl-40,41-dipropoxy-3,6,12,15-tetraoxa-9-azahexacyclo[15.15.7.123,27.134,38.02,29.016,21]hentetraconta-1(32),2(29),16(21),17,19,23,25,27(41),30,34(40),35,37-dodecaene 在 sodium amalgam 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 48.0h， 以52%的产率得到25,27-bis(1-propyloxy)calix[4]arene azacrown-5
  参考文献：
  名称：

  Synthesis and Metal Ion Complexation Studies of Proton-Ionizable Calix[4]azacrown Ethers in the 1,3-Alternate Conformation

  摘要：

  A series of novel N-chromogenic calix[4]arene azacrown ethers were synthesized as selective extractants of potassium ion. 1,3-Alternate calix[4]arene azacrown ethers were prepared by reacting 25,27-dipropyloxy-26,28-bis(5-chloro-3-oxapentyloxy) calix[4]arenes with p-toluenesulfonamide in the presence of potassium carbonate. The coupling reaction of calix[4]arene azacrown ether with 2-hydroxy-5-nitrobenzyl bromide in the presence of triethylamine in THF gave the chromogenic calix[4]arene azacrown ether in moderate yield. These compounds show high potassium selectivity, over other metal ions as shown by two-phase extraction, bulk liquid membrane, and H-1 NMR studies on a ligand-metal complex. It is assumed that the OH of the chromogenic group attached on nitrogen can assist the complexation by encapsulation of the metal.

  DOI：

  10.1021/jo9912754

文献信息

• Chromogenic Indoaniline Armed-Calix[4]azacrowns
  作者：Jong Seung Kim、Ok Jae Shon、Seung Hwan Yang、Jong Yeol Kim、Moon Jib Kim

  DOI：10.1021/jo0201169

  日期：2002.9.1

  Two novel chromogenic 1,3-alternate calix[4]azacrown (1) and calix[4]-bis-azacrown (2) in which an indoaniline chromophore was attached on the nitrogen atom of the azacrown unit with one methylene spacer were synthesized. The H-1 NMR spectrum of the ligand 1 and Ca2+ proved that the metal ion is entrapped by the calix[4]azacrown unit and by the conjugated indoaniline system. From the UV/vis band shifts upon metal ion complexation, Zn2+ ion was found to give the largest band shifts compared to other metal cations, indicating that Zn2+ ion (K-a = 18 760 M-1 for 1 and K-a = 19 930 M-1 for 2) was selectively encapsulated by the calix[4]azacrown cavity with assistance of the pendent indoaniline sidearm.
• Kim, Jong Seung; Shon, Ok Jae; Sim, Wonbo, Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 1, p. 31 - 36
  作者：Kim, Jong Seung、Shon, Ok Jae、Sim, Wonbo、Kim, Sun Kyu、Cho, Moon Hwan、Kim, Jin-Gyu、Suh, Il-Hwan、Kim, Dong Won

  DOI：——

  日期：——