calix<4>arene-bis-crown-6 | 157769-14-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: calix<4>arene-bis-crown-6
• 英文别名: calix[4]arene-bis-crown[6] ether；1,3-calix[4]arene bis-crown-6；1,3-calix[4]biscrown-6；3,6,9,12,15,18,32,35,38,41,44,47-Dodecaoxaheptacyclo[28.28.1.120,49.02,55.019,24.026,31.048,53]hexaconta-1(58),2(55),19,21,23,26,28,30,48(53),49,51,56-dodecaene
• CAS: 157769-14-7
• 化学式: C₄₈H₆₀O₁₂
• 分子量: 828.997
• InChiKey: SDSAPCZEAVCSPS-UHFFFAOYSA-N

物化性质

• 熔点：
  145-146°C
• 沸点：
  707.4°C (rough estimate)
• 密度：
  1.0921 (rough estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  60
• 可旋转键数：
  0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  calix<4>arene-bis-crown-6 在 溴 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以90%的产率得到22,28,51,57-tetrabromo-3,6,9,12,15,18,32,35,38,41,44,47-dodecaoxaheptacyclo[28.28.1.120,49.02,55.019,24.026,31.048,53]hexaconta-1,19(24),20,22,26(31),27,29,48,50,52,55,57-dodecaene
  参考文献：
  名称：

  Synthesis and complexation properties of 1,3-alternate calix[4]arene-bis(crown-6) derivatives

  摘要：

  钙[4]炔-双（冠-6）被转化为二羧基和四羧基及羟基衍生物作为水溶性受体。研究了这些发离子体在甲醇和水介质中与碱阳离子的络合特性。稳定常数是通过紫外可见光谱计算得出的。所有配体对较大的阳离子都有或多或少的亲和力。Cs+/Na+ 的选择性因取代基的数量和性质而增强。化合物 7 是在甲醇和碱性水介质中对 Cs+ 阳离子最具选择性的配体。为了实现 Cs+/Na+ 的选择性分离，我们通过纳滤系统对配体的效率进行了评估。

  DOI：

  10.1039/b009508g
• 作为产物：
  描述：

  杯[4]芳烃 、 二对甲苯磺酸戊乙二醇 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 336.0h， 以48%的产率得到calix<4>arene-bis-crown-6
  参考文献：
  名称：

  Doubly Crowned Calix[4]arenes in the 1,3-Alternate Conformation as Cesium-Selective Carriers in Supported Liquid Membranes

  摘要：

  Calix[4]biscrowns 9-15 in the 1,3-alternate conformation are prepared by a one-step procedure in similar to 50-80% yields, which are sufficiently high enough to allow their use as selective cesium carriers in supported liquid membranes (SLMs). The application of the Danesi diffusional model allows the transport isotherms of trace level Cs-137 through SLMs (containing calix[4]biscrowns) to be determined as a function of the ionic concentration of the aqueous feed solutions. Compound 13 appeared to be much more efficient than mixtures of crown ethers and acidic exchangers, especially in very acidic media. Decontamination factors greater than 20 are obtained in the treatment of synthetic acidic radioactive wastes. Permeability coefficient measurements are conducted for repetitive transport experiments in order to qualify the SMLs' stability with time. Very good results (over 50 days of stability) and high decontamination yields are observed with 1,3-calix[4]biscrowns 13 and 14, The 1,3-calix[4]biscrowns are shown to be a new family of selective carriers for cesium removal from radioactive liquid wastes.

  DOI：

  10.1021/ac00114a006

文献信息

• Ionic recognition by thiacalixarenes: binding of alkali and heavy metal ions by thiacalix[4]arene-bis-crown[n] ethers
  作者：S. Bouhroum、F. Arnaud-Neu、Z. Asfari、J. Vicens

  DOI：10.1023/b:rucb.0000046253.11118.9e

  日期：2004.7

  examined through extraction experiments. The stability constants of the resulting complexes in methanol were determined. The replacement of the bridging CH2 groups by sulfur atoms leads to a strong decrease in both extraction and complexation levels of alkali metal ions but does not affect the selectivity within the series of crown ethers. The stability of complexes with heavy metal ions does not change

  通过提取实验检查了两种硫杯 [4] 芳烃-双冠 [n] 衍生物（n = 5 和 6）的结合特性。测定所得配合物在甲醇中的稳定性常数。用硫原子取代桥接 CH2 基团导致碱金属离子的萃取和络合水平大大降低，但不影响冠醚系列内的选择性。从thiacalix[4]arene-bis-crown[n]醚到它们的calix[4]arene-bis-crown[n]对应物时，与重金属离子的配合物的稳定性没有显着变化；因此，无法得出关于这些阳离子与硫原子之间可能相互作用的明确结论。
• Synthesis of water soluble molecular receptor from calix[4]arene-bis-crown-6
  作者：Laurence Nicod、Stéphane Pellet-Rostaing、Frédéric Chitry、Marc Lemaire、Henri Barnier、Véronique Fédérici

  DOI：10.1016/s0040-4039(98)02189-3

  日期：1998.12

  Hydrosoluble Calix[4]arenes-bis-crown-6 2a, 3a and 3b have been synthesised in two steps via formylation and chlorosulfonylation of 1. Cs+-Ligand interactions were studied in aqueous media by UV-Visible analysis and showed a good affinity between receptor 2a and the caesium ion.

  水溶性的杯[4]芳烃-双冠-6 2a，3a和3b是通过1的甲酰化和氯磺酰化分两个步骤合成的。在水介质中通过UV-可见分析研究了Cs +-配体的相互作用，结果表明受体2a与铯离子之间具有良好的亲和力。
• Cation−π Interaction in Complex Formation Between Tl⁺ Ion and Calix[4]crown-6 and Some Calix[4]biscrown-6 Derivatives: Thallium-203 NMR, Proton NMR, and X-ray Evidence
  作者：Hedayat Haddadi、Naader Alizadeh、Mojtaba Shamsipur、Zouhair Asfari、Vito Lippolis、Carla Bazzicalupi

  DOI：10.1021/ic100097v

  日期：2010.8.2

  Metallocapped complexation of the thallium(I) ion with calix[4]crown-6 (1) and three different calix[4]biscrown-6 derivatives (2−4) has been investigated by a combination of 203Tl and 1H NMR in a CD3CN/CDCl3 (4:1 v/v) solution. The results clearly revealed the formation in solution of mono- and dithallium(I) complexes in which the metal cations are held in the ligands’ cavities close to the calix[4]arene

  铊的Metallocapped络合（I）离子与杯[4]冠-6（1）和三个不同的杯[4]双冠-6衍生物（2 - 4）通过的组合已被调查203 T1和1在1 H NMR CD 3 CN / CDCl 3（4：1 v / v）溶液。结果清楚地表明在溶液中形成了单-和二th（I）配合物，其中金属阳离子被保留在靠近杯[4]芳烃环的配体腔中。此外，在1,3-calix [4] bis - o - benzo -crown-6（3）和TlClO 4之间形成固态单核复合物。制备，并确定其X射线晶体结构。溶液和固态结构数据的结果表明，所考虑的杯[4]冠-6衍生物提供了π腔作为（（I）离子络合的活性位点。
• Nitro derivatives of 1,3-calix[4]arene bis-crown-6. Synthesis, structure and complexing properties.
  作者：Hélène Dozol、Zouhair Asfari、Jacques Vicens、Pierre Thuéry、Martine Nierlich、Jean-François Dozol

  DOI：10.1016/s0040-4039(01)01715-4

  日期：2001.11

  The synthesis of nitro derivatives of 1,3-calix[4]arene bis-crown-6 is reported. The X-ray structure of one of them is given. The complexation of cesium cation is presented and shows the role of the nitro groups for the complexation to occur.

  1，3-calix [4] arene bis-crown-6的硝基衍生物的合成已有报道。给出其中之一的X射线结构。介绍了铯阳离子的络合物，并显示了硝基在络合物发生中的作用。
• Jankowski, Christopher K.; Dozol; Allain, Polish Journal of Chemistry, 2002, vol. 76, # 5, p. 701 - 711
  作者：Jankowski, Christopher K.、Dozol、Allain、Tabet、Ungaro、Casnati、Vicens、Asfari、Boivin

  DOI：——

  日期：——