46,47-Dipropoxy-3,6,9,15,18,21-hexaoxa-12-azahexacyclo[21.15.7.129,33.140,44.02,35.022,27]heptatetraconta-1(38),2(35),22(27),23,25,29,31,33(47),36,40(46),41,43-dodecaene | 268746-68-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 46,47-Dipropoxy-3,6,9,15,18,21-hexaoxa-12-azahexacyclo[21.15.7.129,33.140,44.02,35.022,27]heptatetraconta-1(38),2(35),22(27),23,25,29,31,33(47),36,40(46),41,43-dodecaene
• CAS: 268746-68-5；334905-18-9
• 化学式: C₄₆H₅₉NO₈
• 分子量: 753.976
• InChiKey: YCSTUILKBMAUOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  55
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  85.9
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-羟基-5-硝基苄溴 、 46,47-Dipropoxy-3,6,9,15,18,21-hexaoxa-12-azahexacyclo[21.15.7.129,33.140,44.02,35.022,27]heptatetraconta-1(38),2(35),22(27),23,25,29,31,33(47),36,40(46),41,43-dodecaene 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到2-[(46,47-Dipropoxy-3,6,9,15,18,21-hexaoxa-12-azahexacyclo[21.15.7.129,33.140,44.02,35.022,27]heptatetraconta-1(38),2(35),22(27),23,25,29,31,33(47),36,40(46),41,43-dodecaen-12-yl)methyl]-4-nitrophenol
  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
• 作为产物：
  描述：

  25,27-bis(8-chloro-3,6-dioxaoctyloxy)-26,28-bis(1-propyloxy)calix[4]arene 在 sodium amalgam 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 46,47-Dipropoxy-3,6,9,15,18,21-hexaoxa-12-azahexacyclo[21.15.7.129,33.140,44.02,35.022,27]heptatetraconta-1(38),2(35),22(27),23,25,29,31,33(47),36,40(46),41,43-dodecaene
  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

• 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：——
• Synthesis and Metal Ion Complexation Studies of Proton-Ionizable Calix[4]azacrown Ethers in the 1,3-Alternate Conformation
  作者：Jong Seung Kim、Ok Jae Shon、Jong Won Ko、Moon Hwan Cho、Ill Yong Yu、Jacques Vicens

  DOI：10.1021/jo9912754

  日期：2000.4.1

  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.