5,17-di-tert-butyl-25,27-dihydroxy-26,28-dimethoxycalix[4]arene | 129492-30-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,17-di-tert-butyl-25,27-dihydroxy-26,28-dimethoxycalix[4]arene
• 英文别名: 5,17-Bis(1,1-dimethylethyl)-26,28-dimethoxypentacyclo[19.3.1.1^3,7.1^9,13.1^15,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene-25,27-diol；5,17-Ditert-butyl-26,28-dimethoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaene-25,27-diol
• CAS: 129492-30-4；142433-60-1
• 化学式: C₃₈H₄₄O₄
• 分子量: 564.765
• InChiKey: JUYLYMXHURZLNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  42
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,17-di-tert-butyl-25,27-dihydroxy-26,28-dimethoxycalix[4]arene 在 N,N,N-trimethylbenzenemethanaminium dichloroiodate 、 calcium carbonate 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到5,17-Bis(1,1-dimethylethyl)-11,23-diiodo-26,28-dimethoxypentacyclo[19.3.1.1^3,7.1^9,13.1^15,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene-25,27-diol
  参考文献：
  名称：

  Klenke, Burkhard; Friedrichsen, Willy, Journal of the Chemical Society. Perkin transactions I, 1998, # 20, p. 3377 - 3379

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-二甲氧基-4-叔丁基杯芳烃 在 三氯化铝 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以78%的产率得到5,17-di-tert-butyl-25,27-dihydroxy-26,28-dimethoxycalix[4]arene
  参考文献：
  名称：

  Selective functionalization of calix[4]arenes at the upper rim

  摘要：

  DOI：

  10.1021/jo00308a024

文献信息

• Effect of upper rim para-alkyl substituents on extraction of alkali and alkaline earth metal cations by di-ionizable calix[4]arenes
  作者：Galina G. Talanova、Vladimir S. Talanov、Maryna G. Gorbunova、Hong-Sik Hwang、Richard A. Bartsch

  DOI：10.1039/b207301c

  日期：2002.12.6

  A series of new di-ionizable calix[4]arene N-(X-sulfonyl)carboxamides (X = CF3, Me, Ph and C6H4-4-NO2) and carboxylic acids with partially and completely removed upper rim p-tert-butyl groups was synthesized and utilized for competitive solvent extractions of alkali and alkaline earth metal cations. Removal of the para-alkyl substituents changes significantly both the efficiency and selectivity of metal ion separations by the carboxamide calix[4]arene extractants, while no such effect is observed for corresponding carboxylic acids.

  一系列新的可二离子化的杯[4]芳烃N-(X-磺酰基)羧酰胺（X = CF3、Me、Ph和C6H4-4-NO2）和部分或全部去除了上端对叔丁基基团的羧酸被合成出来，并被用于碱金属和碱土金属阳离子的竞争性溶剂萃取。对烷基取代基的去除显著改变了羧酰胺杯[4]芳烃萃取剂对金属离子分离的效率和选择性，而相应的羧酸则没有这种效应。
• Macrocyclic, linear and starlike assemblies of calix[4]arenes covalently bridged by methylenes at the upper rims: simple route to novel receptors with defined polycavities
  作者：Jun-Min Liu、Yan-Song Zheng、Qi-Yu Zheng、Jian Xie、Mei-Xiang Wang、Zhi-Tang Huang

  DOI：10.1016/s0040-4020(02)00342-3

  日期：2002.5

  Chloromethylation of 5,17-di-tert-butyl-25,27-dihydroxy-26,28-dimethoxycalix[4]arene with chloromethyl methyl ether in the presence of zinc chloride led to the formation of macrocyclic and linear oligomers containing three to five calix[4]arenes bridged via methylenes at the upper rims. Under the identical conditions, however, 5,17-di-tert-amyl-25,27-dihydroxy-26,28-dimethoxycalix[4]arene was converted into a mixture of linear dimer and trimer in yields of 39.5 and 34%, respectively. Only dimer was obtained as the sole product in 41% yield when 25,27-dihydroxy-26,28-diethoxycalix[4]arene was used. Efficient synthesis of linear or starlike polycalixarenes was achieved utilizing the Friedel-Crafts reaction of debutylated or partially debutylated calix[4]arenes with chloromethylated calix[4]arene promoted by anhydrous zinc chloride. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Ipso nitration of p-tert-butylcalix[4]arenes
  作者：Willem Verboom、Alex Durie、Richard J. M. Egberink、Zouhair Asfari、David N. Reinhoudt

  DOI：10.1021/jo00030a050

  日期：1992.2
• Synthesis of oligomers of calix[4]arene with methylene bridge at the upper rims
  作者：Yan-Song Zheng、Zhi-Tang Huang

  DOI：10.1016/s0040-4039(98)01168-x

  日期：1998.8

  Oligomeric mixture of calix[4]arene with methylene bridge at the upper rims was synthesized by the reaction of 5,17-di-tert-butyl-25,27-dihydroxy-26,28-dimethoxycalix[4]arene with chloromethyl methyl ether, and the major product is cyclic trimer. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Harrowfield, Jack M.; Mocerino, Mauro; Skelton, Brian W., Australian Journal of Chemistry, 1994, vol. 47, # 6, p. 1185 - 1192
  作者：Harrowfield, Jack M.、Mocerino, Mauro、Skelton, Brian W.、Whitaker, Claire R.、White, Allan H.

  DOI：——

  日期：——