Heptacyclo[21.9.4.47,17.13,31.15,9.115,19.121,25]tetratetraconta-1,3(37),5(44),6,8,15,17,19(39),21(38),22,24,31-dodecaene-2,6,18,22-tetrol | 152266-16-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: Heptacyclo[21.9.4.47,17.13,31.15,9.115,19.121,25]tetratetraconta-1,3(37),5(44),6,8,15,17,19(39),21(38),22,24,31-dodecaene-2,6,18,22-tetrol
• 英文别名: heptacyclo[21.9.4.47,17.13,31.15,9.115,19.121,25]tetratetraconta-1,3(37),5(44),6,8,15,17,19(39),21(38),22,24,31-dodecaene-2,6,18,22-tetrol
• CAS: 152266-16-5
• 化学式: C₄₄H₅₂O₄
• 分子量: 644.894
• InChiKey: WADNCCPHECRGQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.9
• 重原子数：
  48
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Heptacyclo[21.9.4.47,17.13,31.15,9.115,19.121,25]tetratetraconta-1,3(37),5(44),6,8,15,17,19(39),21(38),22,24,31-dodecaene-2,6,18,22-tetrol 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Synthesis and characterization of macrocycles as enlarged calix[4]arene analogues

  摘要：

  根据变温（VT）核磁共振实验，大环 2 是通过桦木还原法从萼蒈烯类似物 1 中得到的，收率为 86%，在室温至 125 °C 之间不会发生分子内苯环旋转，衍生物 3 是碱金属、过渡金属和镧系元素的离子亲和剂。

  DOI：

  10.1039/c39930000976
• 作为产物：
  描述：

  9,15-dihydroxy<2^12,13><5.2>metacyclophane 在 盐酸 、 lithium hydroxide 、 乙醇 、 sodium 、 sodium hydride 作用下， 以 四氢呋喃 、 二乙二醇二甲醚 、 氨 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 Heptacyclo[21.9.4.47,17.13,31.15,9.115,19.121,25]tetratetraconta-1,3(37),5(44),6,8,15,17,19(39),21(38),22,24,31-dodecaene-2,6,18,22-tetrol
  参考文献：
  名称：

  Synthesis and characterization of calixarene analogs locked in the cone conformation by the dimerization of syn-dihydroxymetacyclophanes as a building block

  摘要：

  syn-Dihydroxymetacyclophanes were converted to bridged calix[4]arene analogs by base-catalyzed condensation with formaldehyde. A remarkable template effect was observed on this condensation. Enlarged calix[4]arene analogs were synthesized by two different methods. All calix[4]arene analogs took the cone-type conformation and kept it even at high temperatures, according to the elucidation by H-1 NMR spectroscopy. The acidities (pKapp) of calix[4]arene analogs, which partially form the hydrogen bonding, were medium values in the range of 5.1-5.5. Calix[4]arene analogs can transport Li+ ion considerably and show the selectivity for Li+ over Na+ ions 15 and 30 in the weak basic and neutral solutions, respectively. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01127-3

文献信息

• Synthesis and characterization of calixarene analogs locked in the cone conformation by the dimerization of syn-dihydroxymetacyclophanes as a building block
  作者：Yukihiro Okada、Manabu Mizutani、Fuyuhiko Ishii、Yoshinori Kasai、Jun Nishimura

  DOI：10.1016/s0040-4020(00)01127-3

  日期：2001.2

  syn-Dihydroxymetacyclophanes were converted to bridged calix[4]arene analogs by base-catalyzed condensation with formaldehyde. A remarkable template effect was observed on this condensation. Enlarged calix[4]arene analogs were synthesized by two different methods. All calix[4]arene analogs took the cone-type conformation and kept it even at high temperatures, according to the elucidation by H-1 NMR spectroscopy. The acidities (pKapp) of calix[4]arene analogs, which partially form the hydrogen bonding, were medium values in the range of 5.1-5.5. Calix[4]arene analogs can transport Li+ ion considerably and show the selectivity for Li+ over Na+ ions 15 and 30 in the weak basic and neutral solutions, respectively. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Synthesis and characterization of macrocycles as enlarged calix[4]arene analogues
  作者：Yukihiro Okada、Yoshinori Kasai、Fuyuhiko Ishii、Jun Nishimura

  DOI：10.1039/c39930000976

  日期：——

  Macrocycle 2, which is obtained in 86% yield from calixarene analogue 1 by Birch reduction, does not undergo intramolecular benzene-ring rotation between room temp, and 125 °C according to variable temperature (VT) NMR experiments and derivative 3 is an ionophore for alkali metals, transition metals and lanthanoids.

  根据变温（VT）核磁共振实验，大环 2 是通过桦木还原法从萼蒈烯类似物 1 中得到的，收率为 86%，在室温至 125 °C 之间不会发生分子内苯环旋转，衍生物 3 是碱金属、过渡金属和镧系元素的离子亲和剂。