25,27-dihydroxy-26,28-bis(methoxyethoxy)calix<4>arene | 143406-33-1

• 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-dihydroxy-26,28-bis(methoxyethoxy)calix<4>arene
• 英文别名: 25,27-bis(2-methoxyethoxy)-26,28-dihydroxycalix[4]arene；26,28-Bis(2-methoxyethoxy)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-dodecaene-25,27-diol
• CAS: 143406-33-1
• 化学式: C₃₄H₃₆O₆
• 分子量: 540.656
• InChiKey: BAZMAHWLUAZGES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  25,27-dihydroxy-26,28-bis(methoxyethoxy)calix<4>arene 在 N-甲基吡咯烷酮 、 盐酸 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 丁酮 为溶剂， 反应 13.0h， 生成 25,27-dihydroxy-26,28-bis(methoxyethoxy)calix<4>arene-11,23-dicarbonitrile
  参考文献：
  名称：

  Tetra-O-alkylated calix[4]arenes in the 1,3-alternate conformation

  摘要：

  A general method has been developed for the preparation f tetra-O-alkylated calix[4]arenes in the 1,3-alternate conformation (3a,c-e) starting from p-tert-butylcalix[4]arenes 1a,b using Cs2CO3 in DMF. The 1,3-alternate conformation was unequivocally proved by an X-ray structure determination of 3a. The scope of the reaction was investigated starting from a series of diametrically di-O-alkylated calix[4]arenes 4a-e having different substituents R2 (t-Bu, CHO, NO2, Br, CN) at the para positions of the phenolic rings. The reactions of 4a-d (R2 = t-Bu, CHO, NO2, Br) yielded the corresponding tetra-0-alkylated calix[4]arenes in the 1,3-alternate conformation 5a-d (51-73%). However, the dicyanocalix[4]arene 4e gave the partial cone conformer 6 as the major reaction product.

  DOI：

  10.1021/jo00046a021
• 作为产物：
  描述：

  25,27-bis(benzyloxy)-26,28-dihydroxycalix[4]arene 在 palladium 10% on activated carbon 、 氢气 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、482.64 kPa 条件下， 反应 72.5h， 生成 25,27-dihydroxy-26,28-bis(methoxyethoxy)calix<4>arene
  参考文献：
  名称：

  带有2-甲氧基乙氧基侧基的杯[4]芳烃单酸和二酸的合成及金属离子萃取

  摘要：

  合成了具有三个 2-甲氧基乙氧基侧基的单离子化杯[4]芳烃基配体。还制备了具有两个 2-甲氧基乙氧基侧基的可二离子化类似物。通过这些配体进行碱金属阳离子和碱土金属阳离子的竞争性溶剂萃取，以及 Hg2+ 和 Pb2+ 的单一物种萃取。发现配体中质子可电离基团的数量会影响金属离子的结合行为。

  DOI：

  10.1007/s10847-010-9892-3

文献信息

• A route to virtually unlimited functionalization of water-soluble <i>p</i>-sulfonatocalix[4]arenes
  作者：Alexander Gorbunov、Anna Iskandarova、Kirill Puchnin、Valentine Nenajdenko、Vladimir Kovalev、Ivan Vatsouro

  DOI：10.1039/d0cc01196g

  日期：——

  Diverse narrow-rim derivatives can be easily prepared from p-sulfonatocalix[4]arenes using the propargylation/CuAAC reaction sequence.

  多种窄边缘衍生物可以通过使用丙炔基化/CuAAC反应序列从p-磺酸卡利克斯[4]芳烃中轻松制备。
• Tetra-O-alkylated calix[4]arenes in the 1,3-alternate conformation
  作者：Willem Verboom、Sumana Datta、Zouhair Asfari、Sybolt Harkema、David N. Reinhoudt

  DOI：10.1021/jo00046a021

  日期：1992.9

  A general method has been developed for the preparation f tetra-O-alkylated calix[4]arenes in the 1,3-alternate conformation (3a,c-e) starting from p-tert-butylcalix[4]arenes 1a,b using Cs2CO3 in DMF. The 1,3-alternate conformation was unequivocally proved by an X-ray structure determination of 3a. The scope of the reaction was investigated starting from a series of diametrically di-O-alkylated calix[4]arenes 4a-e having different substituents R2 (t-Bu, CHO, NO2, Br, CN) at the para positions of the phenolic rings. The reactions of 4a-d (R2 = t-Bu, CHO, NO2, Br) yielded the corresponding tetra-0-alkylated calix[4]arenes in the 1,3-alternate conformation 5a-d (51-73%). However, the dicyanocalix[4]arene 4e gave the partial cone conformer 6 as the major reaction product.
• Synthesis and metal ion extraction of calix[4]arene mono- and diacids with 2-methoxyethoxy pendant groups
  作者：Yanfei Yang、Eun Kyung Lee、Hui Zhou、Kazimierz Surowiec、Richard A. Bartsch

  DOI：10.1007/s10847-010-9892-3

  日期：2011.6

  A mono-ionizable calix[4]arene-based ligand with three 2-methoxyethoxy pendant groups is synthesized. A di-ionizable analogue with two 2-methoxyethoxy pendant groups is also prepared. Competitive solvent extractions of alkali metal cations and of alkaline earth metal cations by these ligands are performed, as are single species extractions of Hg2+ and of Pb2+. The number of proton-ionizable groups

  合成了具有三个 2-甲氧基乙氧基侧基的单离子化杯[4]芳烃基配体。还制备了具有两个 2-甲氧基乙氧基侧基的可二离子化类似物。通过这些配体进行碱金属阳离子和碱土金属阳离子的竞争性溶剂萃取，以及 Hg2+ 和 Pb2+ 的单一物种萃取。发现配体中质子可电离基团的数量会影响金属离子的结合行为。