5,11,17,23-tetra-tert-butyl-26,28-bis(2-hydroxyethoxy)calix[4]arene-25,27-diol | 502843-87-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23-tetra-tert-butyl-26,28-bis(2-hydroxyethoxy)calix[4]arene-25,27-diol
• 英文别名: 5,11,17,23-Tetratert-butyl-26,28-bis(2-hydroxyethoxy)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,27-diol
• CAS: 502843-87-0；526212-98-6
• 化学式: C₄₈H₆₄O₆
• 分子量: 737.033
• InChiKey: QEPOQXPEJNZNFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  54
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲基磺酰氯 、 5,11,17,23-tetra-tert-butyl-26,28-bis(2-hydroxyethoxy)calix[4]arene-25,27-diol 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到2-[[5,11,17,23-Tetratert-butyl-26,28-dihydroxy-27-(2-methylsulfonyloxyethoxy)-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]ethyl methanesulfonate
  参考文献：
  名称：

  Synthesis of redox-active biscalix[4]quinones and their electrochemical properties

  摘要：

  Biscalix[4]arenes, 7 and 8, have been synthesized by a one-pot coupling method and a stepwise approach, respectively. A one-pot reaction in a pressurized vessel resulted in the symmetric biscalix[4]arene 7 in high yield. Oxidation of compounds 7 and 8 by Tl(CO2CF3)(3) in CF3COOH yielded biscalix[4]quinones, 9 and 10, respectively. Preliminary electrochemical studies by cyclic voltammetry of 9 and 10 show significant changes of their voltammograms upon addition of Na+. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02520-0
• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 4.0h， 生成 5,11,17,23-tetra-tert-butyl-26,28-bis(2-hydroxyethoxy)calix[4]arene-25,27-diol
  参考文献：
  名称：

  Synthesis of redox-active biscalix[4]quinones and their electrochemical properties

  摘要：

  Biscalix[4]arenes, 7 and 8, have been synthesized by a one-pot coupling method and a stepwise approach, respectively. A one-pot reaction in a pressurized vessel resulted in the symmetric biscalix[4]arene 7 in high yield. Oxidation of compounds 7 and 8 by Tl(CO2CF3)(3) in CF3COOH yielded biscalix[4]quinones, 9 and 10, respectively. Preliminary electrochemical studies by cyclic voltammetry of 9 and 10 show significant changes of their voltammograms upon addition of Na+. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02520-0

文献信息

• Specific features of the reduction of disubstituted amide derivatives of p-tert-butylcalix[4]arene
  作者：E. A. Alekseeva、S. S. Basok、I. M. Rakipov、A. V. Mazepa、A. I. Gren’

  DOI：10.1134/s1070428013070130

  日期：2013.7

  reduction at 25°C and higher of the amide groups in a large number of p-tert-butylcalix[4]arene derivatives containing amide fragments with different substituents on the nitrogen atoms was accompanied by hydrogenolysis of the C-N bond with formation of the corresponding O-(2-hydroxyethyl) calixarenes and by partial cleavage of the ether bond between the calixarene framework and the substituent to give compounds

  不论使用哪种还原剂，在25°C或更高温度下，大量对氮原子上具有不同取代基的酰胺片段的对叔丁基杯[4]芳烃衍生物中酰胺基的还原都会伴随CN的氢解。通过与芳烃芳构架和取代基之间的醚键的部分裂解，形成相应的O-（2-羟乙基）杯芳烃，并部分裂解醚化程度较低的化合物，从而形成相应的O-（2-羟乙基）杯芳烃。
• Design and Syntheses of Novel Calix[4]crown: Calix[4]‐Dixanthates‐Crowns
  作者：Fafu Yang、Xilei Chen、Hongyu Guo、Xiuqin Cai、Shen Lin

  DOI：10.1081/scc-200030980

  日期：2004.1.1

  Abstract A series of novel calix[4]‐dixanthates‐crowns were designed and synthesized by the “1 + 1 condensation” of reacting calix[4]‐1,3‐dixanthate salts derivative (4) with polyethylene glycol ditosylates in 40–60% yields. It was found that the new calixcrowns showed outstanding complexation abilities towards soft cations. Calix[4]‐dixanthate‐crown‐4 (5b) exhibited high complexation selectivity towards

  摘要 通过杯[4]-1,3-二黄原酸盐衍生物(4)与聚乙二醇二甲苯磺酸盐在40-60℃反应的“1+1缩合”，设计并合成了一系列新型杯[4]-二黄原酸酯-冠。 % 产量。发现新的杯冠对软阳离子表现出出色的络合能力。Calix[4]-dixantate-crown-4 (5b) 对 Ni2+ 表现出高络合选择性。
• Calix[4]arenes Used as a New Type of Chain Extender in the Preparation of Polyurethanes
  作者：Qin Zheng、Shuling Gong、Haiqing Dong、Yuanyin Chen

  DOI：10.1071/ch06387

  日期：——

  including two calix[4]arene derivatives and 3,3´-dichloro-4,4´-diaminodiphenylmethane (MOCA) were synthesized in toluene. The thermal stability and mechanical properties of solvent-type polyurethanes were investigated. Incorporation of calixarenes into polyurethane backbones improved the thermal properties of the polyurethane as a result of the residual phenol hydroxy groups of the calix[4]arene units. Compared

  基于四氢呋喃-环氧丙烷共聚醚二醇 (PTMG/PPG) 或聚对苯二甲酸乙二醇酯 (PET)、甲苯二异氰酸酯 (TDI) 和包括两种杯状体在内的三种扩链剂的一系列聚醚或聚酯聚氨酯[4 ]芳烃衍生物和 3,3´-二氯-4,4´-二氨基二苯甲烷 (MOCA) 在甲苯中合成。研究了溶剂型聚氨酯的热稳定性和力学性能。由于杯[4]芳烃单元中残留的酚羟基，将杯芳烃加入聚氨酯主链可改善聚氨酯的热性能。与MOCA扩链聚氨酯相比，杯[4]芳烃衍生物聚氨酯具有更高的断裂伸长率、更低的弹性模量和更低的屈服强度，
• Unprecedented Cyclizations of Calix[4]arenes with Glycols under the Mitsunobu Protocol, Part 2.¹ O,O-and O,S-Bridged Calixarenes
  作者：Viktor Csokai、Alajos Grün、Barbara Balázs、Gábor Tóth、Gyula Horváth、István Bitter

  DOI：10.1021/ol0359315

  日期：2004.2.1

  Cycloalkylations of p-tert-butylcalix[4]arene (CA) and p-tert-butylthiacalix[4]arene (TCA) with various aliphatic glycols were performed under the Mitsunobu protocol using the DEAD/TPP system. CA gave 1,3-dialkylated diols, while C-2-C-10 glycols gave 1,2- and 1,3-bridged calixarenes. The reaction of TCA with C-2 diols afforded sulfonium phenoxide betaines via O,S-cyclization, which is the first example for the alkylation of the sulfide bridge.