p-tert-butylcalix[4]arene | 150990-01-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: p-tert-butylcalix[4]arene
• 英文别名: 25,26,27,28-Tetratert-butylpentacyclo[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-5,11,17,23-tetrol
• CAS: 150990-01-5
• 化学式: C₄₄H₅₆O₄
• 分子量: 648.926
• InChiKey: GGWPZZMQXAUTOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13
• 重原子数：
  48
• 可旋转键数：
  4
• 环数：
  5.0
• 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：

  p-tert-butylcalix[4]arene 在 吡啶 、 potassium hydrogencarbonate 、 sodium iodide 、 tin(ll) chloride 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成
  参考文献：
  名称：

  Calixarenes. 27. Synthesis, characterization, and complexation studies of double-cavity calix[4]arenes

  摘要：

  The ease with which calix[4]arenes can be selectively substituted at the distal phenolic oxygens is employed to advantage to build a second cavity and create two classes of ''double-cavity calixarenes''. Through the use of 3,5-dinitrobenzoyl chloride, 3-nitro-5-carbomethoxybenzoyl chloride, 3,5-dinitrobenzyl chloride, or 3-nitro-5-carbomethoxybenzyl chloride the diesters 2 and 16, diethers 3 and 17, and ether-ester 10 have been prepared. The second cavity is built by reduction of the nitro groups to amino groups to give compounds 4, 5, 13, 18, and 19 followed by treatment with a diacyl chloride. The products obtained from 4, 5, and 13 are double-spanned double-cavity calix[4]arenes; those from 18 and 19 are single-spanned double-cavity calix[4]arenes. A study of the complexation characteristics of the double-spanned double-cavity calixarenes (6, 7, and 14) shows the diester double-cavity calix[4]arene 6 to be the most effective of the three in forming complexes with acidic compounds (i.e., phenols and carboxylic acids) as well as basic compounds (i.e., pyridines, imidazoles, aliphatic amines). The K(assoc) values range from < 5 to 55 M-1 and are dependent both on the shape and the acidity or basicity of the guest. Several lines of evidence, including molecular modeling studies, indicate that complexation occurs at the side rather than the bottom of the host molecule, providing an explanation for the differences in K(assoc) for various pairs of guests and also establishing the rationale for the synthesis of the single-spanned double-cavity calix[4]arenes (20, 21) which form quite strong complexes (K(assoc) > 10(3)) with certain guests such as resorcinol.

  DOI：

  10.1021/jo00042a038
• 作为产物：
  描述：

  聚合甲醛 、 4-叔丁基苯酚 在 sodium hydroxide 作用下， 以 二苯醚 为溶剂， 生成 p-tert-butylcalix[4]arene
  参考文献：
  名称：

  通过在亚甲基交联杯[4]芳烃树脂基体上引入羧酸基团改善贵金属吸附

  摘要：

  制备了一种具有高贵金属吸附性能的亚甲基交联杯[4]芳烃四羧酸树脂。将该树脂的最大负载能力与未改性的亚甲基交联杯[4]芳烃树脂进行比较，以验证其对铂和钯吸附的适用性。多个乙酸基团的引入提高了对二价钯的吸附能力，而对四价铂的吸附能力略有抑制。钯的新获得的容量为1.17 mmol/g，而铂的容量为0.23 mmol/g。发现亚甲基交联四羧酸杯[4]芳烃树脂中Pd(II)与杯[4]芳烃四羧酸单体的化学计量比为1:2，而Pt(IV)与相同单体的化学计量比为9 :1。应用线性和非线性方法来评估 Langmuir 和 Freundlich 模型对所研究吸附等温线的拟合。结果表明吸附等温线符合朗缪尔模型。此外，发现非线性方法更适合获得等温线参数。

  DOI：

  10.1007/s10847-021-01079-1

文献信息

• Luminescent pH sensors based on p-tert-butylcalix[4]arene-linked ruthenium(II) trisbipyridyl complexes
  作者：Ronald Grigg、Jeremy M. Holmes、Shaun K. Jones、W. D. J. Amilaprasadh Norbert

  DOI：10.1039/c39940000185

  日期：——

  p-tert-Butylcalix[4]arene-linked trisbipyridylruthenium(II) complexes 4a and 4b show luminescent pH sensor action, in 50%(v/v) aqueous methanol, by operation of an intramolecular photoinduced electron transfer (PET) process.

  p-tert-丁基杯芳烃[4]链接的三吡啶基钌(II)络合物4a和4b在50%(v/v)的水性甲醇中表现出发光pH传感器的作用，机制为分子内光致电子转移（PET）过程的运作。
• Di-ionizable p-tert-butylcalix[4]arene-1,2-crown-5 ligands in the cone conformation: effect of acidic side arm length for solvent extraction of divalent metal ions
  作者：Yanfei Yang、Eun Kyung Lee、Kazimierz Surowiec、Richard A. Bartsch

  DOI：10.1016/j.tet.2014.11.042

  日期：2015.1

  were prepared in the cone conformation. For comparison with reported ligands, the systematic structural variation was a change of the pendent acidic groups from two adjacent –OCH2CO2H or –OCH2C(O)NHSO2Z (with Z=–Me, –Ph, –C6H4–4-NO2, –CF3) units to two adjacent –O(CH2)4CO2H or –O(CH2)4C(O)NHSO2Z groups. Competitive solvent extractions of alkaline earth metal (AEMC) cations from aqueous solutions into

  几种新的二-电离p -叔-butylcalix [4]芳烃-1,2-冠-5-在锥形构象中制备的化合物。为了与已报道的配体进行比较，系统的结构变化是两个相邻的–OCH 2 CO 2 H或–OCH 2 C（O）NHSO 2 Z（Z = –Me，–Ph，–C 6 H 4 –4-NO 2，–CF 3）单元与两个相邻的–O（CH 2）4 CO 2 H或–O（CH 2）4 C（O）NHSO 2单元Z组。通过这些配体将碱土金属（AEMC）阳离子从水溶液中竞争性萃取到氯仿中。还对Pb 2+和Hg 2+的二价重金属阳离子进行了单种溶剂萃取。新配体的萃取数据与已报道的萃取数据的比较表明，具有较短质子可电离侧臂的配体是更有效的二价金属离子萃取剂。
• Calix[4]arene based 1,3,4-oxadiazole and thiadiazole derivatives: Design, synthesis, and biological evaluation
  作者：Manishkumar B. Patel、Nishith R. Modi、Jignesh P. Raval、Shobhana K. Menon

  DOI：10.1039/c2ob06730g

  日期：——

  In the present investigation, we describe some novel calixarene based heterocyclic compounds (5a–5i) in which 1,3,4-oxadiazole and 1,3,4-thiadiazole derivatives have been coupled with 5,11,17,23-tetra-tert-butyl-25,27-bis(chlorocarbonyl-methoxy)-26,28-dihydroxy calix[4]arene. All the newly synthesized calixarene based heterocyclic compounds have been characterized by elemental analysis and various

  在本研究中，我们描述了一些新颖的基于杯芳烃的杂环化合物（5a-5i），其中1,3,4-恶二唑和1,3,4-噻二唑衍生物已被加上5,11,17,23-四-叔丁基- 25,27 -二（氯羰基-甲氧基）-26,28二羟基杯[4]芳烃。所有新合成的杯芳烃基杂环化合物均已通过元素分析和各种光谱方法（例如FTIR，1 H NMR，13 C NMR和FAB-MS）进行了表征。所有的最终支架已经经受抗氧化活性，在体外抗微生物筛选针对2克（阳离子）的细菌（金黄色葡萄球菌，化脓性链球菌），2克（-ve）细菌（大肠杆菌，铜绿假单胞菌）和两个真菌菌株（白色念珠菌，蛤tus属。）并筛选了它们对结核分枝杆菌H 37 Rv的抗结核活性。
• Synthesis of calix[4]arenes bearing benzothiazolyl, benzoxazolyl and benzoimidazolyl heterocycles
  作者：Claudio Saitz、Julio De La Fuente、Carolina Jullian、Hernán Pessoa-Mahana、Carolina Olea

  DOI：10.3184/030823408x324869

  日期：2008.6

  A novel series of calix[4]arenes bearing benzothiazole, benzoxazole, and benzoimidazole groups were obtained by the reaction of the corresponding 2-mercaptoheterocycle with 5,11,17,23-tetra-tert-butyl-25,27-bis[2-(chloroacetamido) ethoxy]-26,28-di-hydroxycalix[4]arene and structurally characterised by IR, 1H NMR, 13C NMR, Mass spectra and elemental analyses. From their analytical data, it was found

  通过相应的2-巯基杂环与5,11,17,23-四-叔丁基-25,27-双[2]反应，获得了一系列带有苯并噻唑、苯并恶唑和苯并咪唑基团的新型杯[4]芳烃。 -(氯乙酰氨基)乙氧基]-26,28-二羟基杯[4]芳烃，并通过IR、1H NMR、13C NMR、质谱和元素分析进行​​结构表征。根据他们的分析数据，发现这些化合物具有锥形构象。
• Nano-baskets in Emulsion Liquid Membranes for Selective Extraction of Alkali Metals
  作者：Bahram Mokhtari、Kobra Pourabdollah

  DOI：10.1002/jccs.201100737

  日期：2012.9

  Nano‐assisted inclusion separation of alkali metals from basic solutions was reported by inclusion‐facilitated emulsion liquid membrane process. The novelty of this study is application of nano‐baskets of calixarene in the selective and efficient separation of alkali metals as both the carrier and the surfactant. For this aim, four derivatives of p‐tert‐calix[4]arene bearing different sulfonamide moieties

  据报道，通过包合物促进了乳状液膜工艺，从碱性溶液中分离出碱金属的纳米辅助包合物。这项研究的新颖性在于杯芳烃的纳米篮在选择性和有效分离碱金属作为载体和表面活性剂中的应用。为此目的，合成了具有不同磺酰胺部分的对-叔杯[4]芳烃的四个衍生物，并优化了它们的包合物-萃取参数。研究了膜对十多种干扰阳离子的选择性，结果表明，在优化的操作条件下，碱金属的夹杂物萃取率高达98％至99％。