5,11,17,23-tetrakis(1,1-dimethylethyl)-25,26,27,28-tetrakis<(((4-methylphenyl)sulfonyl)oxy)ethoxy>calix<4>arene | 145307-27-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5,11,17,23-tetrakis(1,1-dimethylethyl)-25,26,27,28-tetrakis<(((4-methylphenyl)sulfonyl)oxy)ethoxy>calix<4>arene
• 英文别名: tetrakis<(4-methylphenyl)sulfonyloxyethoxy>-p-tert-butylcalix<4>arene；5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetratosylateethyleneoxycalix[4]arene；tetrakis[(4-methylphenyl)sulfonyloxyethoxy]-p-tert-butylcalix[4]arene；tetra[(4-methylphenyl)sulfonyloxyethoxy]-p-tert-butylcalix[4]arene；tetrakis[2-(tosyloxy)ethoxy]-p-tert-butylcalix[4]arene；tetra(tosyloxyethoxy)-p-tert-butylcalix[4]arene；2-[[5,11,17,23-Tetratert-butyl-26,27,28-tris[2-(4-methylphenyl)sulfonyloxyethoxy]-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 4-methylbenzenesulfonate
• CAS: 145307-27-3；136534-33-3
• 化学式: C₈₀H₉₆O₁₆S₄
• 分子量: 1441.9
• InChiKey: WLBLBUCFQGFFDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.6
• 重原子数：
  100
• 可旋转键数：
  28
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  244
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetrakis(1,1-dimethylethyl)-25,26,27,28-tetrakis<(((4-methylphenyl)sulfonyl)oxy)ethoxy>calix<4>arene 在 palladium on activated charcoal sodium azide 、 氢气 作用下， 生成 5,11,17,23-tetra-4-tert-butyl-25,27-di(aminoethoxy)-26,28-dihydroxycalix[4]arene
  参考文献：
  名称：

  Barboso, Silvia; Carrera, Alejandro Garcia; Matthews, Susan E., Journal of the Chemical Society. Perkin Transactions 2 (2001), 1999, # 4, p. 719 - 723

  摘要：

  DOI：
• 作为产物：
  描述：

  5,11,17,23-tetrakis(1,1-dimethylethyl)-25,26,27,28-tetrakis(hydroxyethoxy)calix<4>arene 在 对甲苯磺酰氯 作用下， 反应 96.0h， 以63%的产率得到5,11,17,23-tetrakis(1,1-dimethylethyl)-25,26,27,28-tetrakis<(((4-methylphenyl)sulfonyl)oxy)ethoxy>calix<4>arene
  参考文献：
  名称：

  Calixarene derivatives

  摘要：

  该发明涉及新的杯芳烃，其化学式如下：其中：R1是烷基或芳基基团，或氢原子，R2和R3可以相同也可以不同，是烷基或芳基基团，n是2到8之间的整数，p是4到8之间的整数。该杯芳烃可用于从水溶液中提取锕系元素和镧系元素。

  公开号：

  US06657081B1

文献信息

• Carbonylation (hydroformylation and hydrocarbalkoxylation) reactions in the presence of transition metal: p-tert-butyl-calix[4]arene-based phosphine and phosphinite systems
  作者：Zsolt Csók、Gábor Szalontai、Gábor Czira、László Kollár

  DOI：10.1016/s0022-328x(98)00837-7

  日期：1998.11

  situ, from catalytic precursors PtCl2(PhCN)2, [Rh(nbd)Cl]2 and PdCl2(PhCN)2 and the corresponding calixarene ligand, were tested as catalysts in hydroformylation and hydrocarbalkoxylation, respectively. High chemoselectivity was obtained in hydroformylation in the presence of rhodium-containing catalysts both with the above calixarene-based phosphine and phosphinite ligands. The regioselectivity towards

  在这项研究中，5,11,17,23-四-叔丁基- 25,26,27,28四（2- diphenylphosphinoxy -乙氧基）杯[4]芳烃（5）和5,11,17,23- -四氢叔丁基25,26,27,28四（2- diphenylphosphinoethoxy）-calix [4]芳烃（6），以及它们的铂和钯络合物（PTCL 2）2（5），（的PdCl 2）2（5）被合成和表征。除这些含过渡金属的络合物外，催化体系是由催化前体PTCl 2（PhCN）2，[Rh（nbd）Cl] 2和PdCl 2原位形成的（PhCN）2和相应的杯芳烃配体分别作为加氢甲酰化和碳氢烷氧基化的催化剂进行了测试。在具有上述杯芳烃基膦和次膦酸酯配体的含铑催化剂存在下，在加氢甲酰化中获得高化学选择性。在次膦酸酯衍生物的情况下，对支链醛的区域选择性表现出强烈的温度依赖性。尽管含铂的系统显示出低得多的催化活性，但区域选择性无疑比使用PTCl
• Calix[n]arene phosphine oxides. A new series of cation receptors for extraction of europium, thorium, plutonium and americium in nuclear waste treatment
  作者：John F. Malone、Debbie J. Marrs、M. Anthony McKervey、Paul O'Hagan、Norris Thompson、Andrew Walker、Francoise Arnaud-Neu、Oliver Mauprivez、Marie-Jose Schwing-Weill、Jean-F. Dozol、Helene Rouquette、Nicole Simon

  DOI：10.1039/c39950002151

  日期：——

  A novel class of calixarene derivatives with phosphine oxide residues [Calix-(OCH2CH2POPh2)n] attached to the lower rim showing high efficiency in extraction of EuIII, ThIV, PuIV, and AmIV from simulated nuclear waste is reported.

  报告了一类新型的萼片烯衍生物，其下缘附有氧化膦残基[Calix-(OCH2CH2POPh2)n]，在从模拟核废料中萃取 EuIII、ThIV、PuIV 和 AmIV 方面表现出很高的效率。
• Unsymmetrical O-bridged calixarenes derived from tBu-calix[4]arene and p-benzylcalix[4]arene
  作者：Mohamed Makha、Peter J. Nichols、Michaele J. Hardie、Colin L. Raston

  DOI：10.1039/b109625g

  日期：2002.1.23

  Bis-calixarenes derived from linking p-tBu-calix[4]arene with p-tBu-calix[n]arenes (n = 5, 8) via ethylene linkages have been prepared and structural authentication in the solid state for the compound with p-tBu-calix[4]arene linked to p-tBu-calix[5]arene has been carried out. The bis-calixarene derived from linking p-tBu-calix[4]arene with p-benzylcalix[4]arene and its related chemistry are also reported.

  通过乙烯连接对-tBu-萼[4]炔和对-tBu-萼[n]炔（n = 5，8）制备了双萼炔，并对对-tBu-萼[4]炔与对-tBu-萼[5]炔连接的化合物进行了固态结构鉴定。此外，还报道了由对-tBu-萼[4]炔与对-苄基萼[4]炔连接得到的双萼炔及其相关化学性质。
• Calix[4]tubes: An Approach to Functionalization
  作者：Kirill Puchnin、Pavel Zaikin、Dmitry Cheshkov、Ivan Vatsouro、Vladimir Kovalev

  DOI：10.1002/chem.201200247

  日期：2012.8.27

  Adamantylcalix[4]arenes decorated with ester groups and calix[4]arene tetratosylates were used to prepare a series of calix[4]tubes bearing 3‐methoxycarbonyl‐ and 3‐methoxycarbonylmethyl‐1‐adamantyl units (up to eight) in good yield. These compounds were subjected to further chemical transformations giving a wide set of novel ester‐, acid‐, hydroxy‐, amine‐, and urea‐functionalized calix[4]tubes. Introduction

  用酯基修饰的金刚烷基杯[4]芳烃和杯[4]芳烃四甲苯磺酸酯用于制备一系列带有3-甲氧羰基和3-甲氧羰基甲基-1-金刚烷基单元（最多八个）的杯[4]管。 。这些化合物经过进一步的化学转化，得到了一系列新颖的酯，酸，羟基，胺和尿素官能化的杯[4]管。杯形管核心引入尿素基团不仅导致了阴离子靶向受体，而且还提供了宿主的异位特性，这丰富了杯形管[4]的成熟的钾吸收能力。
• Substituent control of potassium and rubidium uptake by asymmetric calix[4]-thiacalix[4]tubes
  作者：Elena Khomich、Marat Kashapov、Ivan Vatsouro、Elvira Shokova、Vladimir Kovalev

  DOI：10.1039/b601709f

  日期：——

  Herein we report on the synthesis and ionophore properties of the first asymmetric p-tert-butylcalix[4]-p-R-thiacalix[4]tubes 7a–c (R = t-Bu, H, 1-adamantyl). The target compounds were obtained by the condensation of tosyloxyethoxy-p-tert-butylcalix[4]arene with the corresponding p-R-thiacalix[4]arenes in the presence of K2CO3 in acetonitrile. The complexation with sodium, potassium and rubidium iodides was studied in CDCl3–CD3OD (4 : 1) medium by means of 1H NMR measurements. It was found that the ionophore properties of calixtubes 7a–c are controlled by the character of the substituents at the upper rim of the thiacalix[4]arene fragment and it was shown that only the molecular tube 7c with an adamantane-containing thiacalixarene unit is capable of quantitatively binding potassium (swiftly) and rubidium (slowly) cations.

  在此，我们报告了第一个不对称对叔丁基calix[4]-p-R-thiacalix[4]管7a–c（R = t-Bu，H，1-金刚烷基）的合成和离子载体特性。通过甲苯磺氧基乙氧基-对叔丁基杯[4]芳烃与相应的对-R-硫代杯[4]芳烃在K2CO3存在下在乙腈中缩合得到目标化合物。通过 1 H NMR 测量，在 CDCl3-CD3OD (4:1) 介质中研究了与钠、钾和铷碘化物的络合。结果发现，杯管7a-c的离子载体性质受硫代杯芳烃片段上边缘取代基的特征控制，并且表明只有具有含金刚烷的硫代杯芳烃单元的分子管7c是能够定量结合钾（快速）和铷（缓慢）阳离子。