26,28-bis(1-methylethoxy)pentacyclo<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 | 151990-25-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 26,28-bis(1-methylethoxy)pentacyclo<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
• 英文别名: 25,27-bis(2-propoxy)-26,28-dihydroxy-p-H-calix[4]arene；25,27-bis(2-propyloxy)calix<4>arene；1,3-di-i-propylcalix[4]arene；26,28-bis(1-methylethoxy)pentacyclo[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；26,28-Di(propan-2-yloxy)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene-25,27-diol；26,28-di(propan-2-yloxy)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene-25,27-diol
• CAS: 151990-25-9；177770-97-7
• 化学式: C₃₄H₃₆O₄
• 分子量: 508.657
• InChiKey: QWKYQXKMCDHEOD-UHFFFAOYSA-N

物化性质

• 沸点：
  661.2±55.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  38
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  26,28-bis(1-methylethoxy)pentacyclo<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 在 thallium(III) nitrate 作用下， 以 甲醇 、 乙醇 、 氯仿 为溶剂， 反应 1.0h， 以40%的产率得到25,27-bis(1-methylethoxy)pentacyclo<19.3.1.1^3,7.1^9,13.1^15,19>octacosa-1(25),3,6,9,11,13(27),15,18,21,23-decaene-5,17,26,28-tetrone
  参考文献：
  名称：

  直径杯[4]亚芳基二醌的合成，构型和氧化还原性质

  摘要：

  通过在有机溶剂中用Tl（NO 3）3 ·3H 2 O氧化25,27-二烷氧基杯[4]芳烃2a-e，合成了几种在相对位置（对位）具有醌部分的杯[4]芳二醌3a-e。。这些化合物的构象性质已通过X射线晶体学确定为固态，而在溶液中通过可变温度动态NMR确定。我们发现，杯[4]芳烯二醌3a-e比母体25,27-二烷氧基杯[4]芳烃2a-e更柔软在溶液中，取决于烷氧基的空间体积，倾向于呈现两种不同的固态部分锥体结构。循环伏安法表明，杯[4]亚芳基醌3a-e的氧化还原性质取决于其构象性质。

  DOI：

  10.1002/recl.19931120613
• 作为产物：
  描述：

  2-碘代丙烷 、 杯[4]芳烃 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以81%的产率得到26,28-bis(1-methylethoxy)pentacyclo<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：

  直径杯[4]亚芳基二醌的合成，构型和氧化还原性质

  摘要：

  通过在有机溶剂中用Tl（NO 3）3 ·3H 2 O氧化25,27-二烷氧基杯[4]芳烃2a-e，合成了几种在相对位置（对位）具有醌部分的杯[4]芳二醌3a-e。。这些化合物的构象性质已通过X射线晶体学确定为固态，而在溶液中通过可变温度动态NMR确定。我们发现，杯[4]芳烯二醌3a-e比母体25,27-二烷氧基杯[4]芳烃2a-e更柔软在溶液中，取决于烷氧基的空间体积，倾向于呈现两种不同的固态部分锥体结构。循环伏安法表明，杯[4]亚芳基醌3a-e的氧化还原性质取决于其构象性质。

  DOI：

  10.1002/recl.19931120613

文献信息

• Supramolecular fluorescent probes for the detection of mixed alkali metal ions that mimic the function of integrated logic gates
  作者：Hao Xu、Xiaohe Xu、Reza Dabestani、Gilbert M. Brown、Lin Fan、Stephen Patton、Hai-Feng Ji

  DOI：10.1039/b107935m

  日期：2002.2.25

  Two fluorescent probes 1 and 2 are developed that are capable of measuring two different metal ions under basic and acidic conditions, respectively. These probes contain a fluorophore, whose two forms are interconvertible in acidic and basic solutions and have the potential to measure the concentration of each metal ion in a mixture of caesium–potassium or sodium–potassium ions, respectively. Probe

  二 荧光探针 开发了能够分别在碱性和酸性条件下测量两种不同金属离子的图1和图2。这些探针包含一种荧光团，其两种形式在酸性和碱性溶液中均可互换，并且有潜力分别测量铯-钾或钠-钾离子混合物中每种金属离子的浓度。探针分子1和2也可以描述为逻辑门，逻辑门是一个“与”门和一个“禁止”门的组合。
• Enlarging the size of calix[4]arene-crowns-6 to improve Cs+/K+ selectivity: a theoretical and experimental study
  作者：Alessandro Casnati、Nicola Della Ca'、Francesco Sansone、Franco Ugozzoli、Rocco Ungaro

  DOI：10.1016/j.tet.2004.06.058

  日期：2004.8

  compounds (1 and 2) having a propylene moiety in their structure and for this named calix[4]arene-propylene-crown-6. The structures of compounds 1 and 2 were elucidated by NMR in solution and for 1 also by X-ray diffraction studies in the solid state. Association constants (Ka) in CHCl3 of the two novel calix-crowns were measured and pointed out a plateau selectivity towards alkali metal ions which was not

  气相的从头算计算表明，在1,3-二-异-丙氧基杯[4]芳烃-冠-6的聚醚桥中，乙烯被丙烯部分取代可能导致Cs + / K增强+选择性，这在核废料处理中尤为重要。因此，我们合成了两种新颖的在其结构中具有丙烯部分的杯[4] arene-crown-6化合物（1和2），并以此命名为杯[4] arene-丙烯-冠-6。化合物的结构1和2通过NMR在溶液中，并阐明1也是在固态通过X射线衍射研究。关联常数（Ka）在两个新的杯形树冠的CHCl 3中进行了测量，并指出了对碱金属离子的平台选择性，这是分子模型计算无法预测的。这些结果表明，溶剂分子和抗衡阴离子在此类离子载体的结合中起着重要作用。
• Casnati, Alessandro; Pochini, Andrea; Ungaro, Rocco, Chemistry - A European Journal, 1996, vol. 2, # 4, p. 436 - 445
  作者：Casnati, Alessandro、Pochini, Andrea、Ungaro, Rocco、Bocchi, Carlo、Ugozzoli, Franco、et al.

  DOI：——

  日期：——
• Synthesis, Complexation, and Membrane Transport Studies of 1,3-Alternate Calix[4]arene-crown-6 Conformers: A New Class of Cesium Selective Ionophores
  作者：Alessandro Casnati、Andrea Pochini、Rocco Ungaro、Franco Ugozzoli、Francoise Arnaud、Stefano Fanni、Marie-Jose Schwing、Richard J. M. Egberink、Feike de Jong、David N. Reinhoudt

  DOI：10.1021/ja00115a012

  日期：1995.3

  1,3-Dialkoxycalix[3]arene-crown-6 ionophores (4a-d) are obtained in the fixed 1,3-alternate conformation in 63-85% yield by the reaction of the corresponding 1,3-dialkoxycalix[4]arenes 3a-d with pentaethylene glycol ditosylate in CH3CN in the presence of Cs2CO3. The corresponding cone conformer of the diisopropyl derivative (6) was synthesized via selective demethylation of the 1,3-dimethoxycalix-crown (2a) and subsequent dialkylation. Extraction experiments with alkali picrates reveal a strong preference of ligands 4 for Cs+. Thermodynamic parameters obtained for the complexation of 4a show that the high stability constant in MeOH (log beta = 6.4 +/- 0.4) is reflected mainly in the large -Delta H-c value of 50.2 +/- 0.2 kJ . mol(-1). The entropy of complexation (T Delta S-c = -15 kJ . mol(-1)), less negative than for other crown ethers, is explained in terms of preorganization of 4a. The X-ray structure of the cesium picrate . 4a complex shows clearly that the cation is positioned between the two aromatic rings with short Cs-C distances of 3.49 and 3.69 Angstrom, respectively. H-1 MMR spectroscopy confirms this type of structure in solution. Ligands 4 incorporated in supported liquid membranes transport Cs+ cations with a high preference over Na+. By the application of an anion gradient, traces of Cs+ can be removed (greater than or equal to 99.8%) from acidic solutions (pH = 0) that contain 4 M of NaNO3.
• Synthesis, conformations and redox properties of diametrical calix[4]arenediquinones
  作者：Alessandro Casnati、Emma Comelli、Massimo Fabbi、Vittorio Bocchi、Andrea Pochini、Rocco Ungaro、Giovanni Mori、Franco Ugozzoli、Anna Maria Manotti Lanfredi

  DOI：10.1002/recl.19931120613

  日期：——

  Several calix[4]arenediquinones 3a-e having quinone moieties in opposite positions (diametrical) have been synthesized by oxidation of 25,27-dialkoxycalix[4]arenes 2a-e with Tl(NO3)3 · 3H2O in organic solvents. The conformational properties of these compounds have been established in the solid state by X-ray crystallography and in solution by variable-temperature dynamic NMR. We found that the calix[4]arenediquinones

  通过在有机溶剂中用Tl（NO 3）3 ·3H 2 O氧化25,27-二烷氧基杯[4]芳烃2a-e，合成了几种在相对位置（对位）具有醌部分的杯[4]芳二醌3a-e。。这些化合物的构象性质已通过X射线晶体学确定为固态，而在溶液中通过可变温度动态NMR确定。我们发现，杯[4]芳烯二醌3a-e比母体25,27-二烷氧基杯[4]芳烃2a-e更柔软在溶液中，取决于烷氧基的空间体积，倾向于呈现两种不同的固态部分锥体结构。循环伏安法表明，杯[4]亚芳基醌3a-e的氧化还原性质取决于其构象性质。