26,28-bis(but-3-enoxy)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 | 181655-46-9

• 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(but-3-enoxy)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: 181655-46-9
• 化学式: C₃₆H₃₆O₄
• 分子量: 532.679
• InChiKey: KVYHHTJAJWNSQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.68
• 重原子数：
  40.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  58.92
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  26,28-bis(but-3-enoxy)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 在 Grubbs catalyst first generation 、 caesium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 30.0h， 生成
  参考文献：
  名称：

  Synthesis of novel calixcrown derivatives with selective complexation towards cesium ions

  摘要：

  A series of novel calix[4]arenecrown-6 derivatives with an alkenyl loop of various sizes 5-8 were synthesized via intramolecular ring closing olefin metathesis and characterized by H-1 NMR, C-13 NMR and ESI-HRMS. Their complexation property towards cesium ion was studied by H-1 NMR technique. Two-phase extraction of alkali metal ions using UV-vis spectroscopy revealed remarkably different extractabilities. These results indicate that the complexation capacities towards cesium ions can be tuned and controlled through cooperative regulation of the strain of the loop and conformational change of calixcrown skelton. (C) 2010 Wen Feng. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.10.004
• 作为产物：
  描述：

  4-溴-1-丁烯 、 杯[4]芳烃 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以75.5%的产率得到26,28-bis(but-3-enoxy)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
  参考文献：
  名称：

  Synthesis of bridged and oligocalix[4]arenes via ruthenium-catalysed ring closing metathesis

  摘要：

  在钌催化下，上缘或下缘带有烯基取代基的钙[4]炔能有效地发生偏析反应，生成单桥或双桥钙[4]炔和低聚钙[4]炔。

  DOI：

  10.1039/cc9960001689

文献信息

• Conformational control in the synthesis of mixed tetraethers of calix[4]arene. Part 2
  作者：Miguel Pitarch、Julie K. Browne、M.Anthony McKervey

  DOI：10.1016/s0040-4020(97)10078-3

  日期：1997.11

  A series of mixed tetraethers of calix[4]arene and p-tert-butylcalix[4]arene in which two distal substituents are methyl and the other two 1-alkenyl groups with 3, 4 and 5 carbon atom chains have been prepared by two routes which differ in the order in which the groups (methyl or alkenyl) were introduced. The ethers of p-tert-butylcalix[4]arene were isolated as a mixture of cone (minor) and partial

  通过两个制备了一系列杯[4]亚芳基和对叔丁基杯[4]亚芳基的混合四醚，其中两个末端取代基是甲基，另外两个具有3、4和5个碳原子链的1-烯基在引入基团（甲基或烯基）的顺序上不同的途径。对-叔丁基杯[4]芳烃的醚在动态平衡状态下以圆锥（次要）和部分圆锥（主要）构象的混合物形式分离出来。对于杯[4]芳烃的醚，其构象结果取决于合成方法。最多可以检测到三个构象：一个圆锥体，一个带有茴香基单元的部分圆锥体以及一个带有烯基轴承环的部分圆锥体。1个对这些醚与碱金属碘化物之间形成的络合物的1 H NMR分析表明，碘化锂可检测到对叔丁基杯[4]芳烃四醚的圆锥和部分圆锥络合物，但只有杯形的圆锥络合物[4]。 ]芳烃衍生物。两组化合物也都形成了碘化钠配合物，但在所有情况下都只检测到了锥体配合物。
• Conformational control in the synthesis of mixed tetraethers of calix[4]arene
  作者：Miguel Pitarch、Julie K. Browne、Michael A. McKervey

  DOI：10.1016/s0040-4020(97)00661-3

  日期：1997.7

  A series of mixed tetraethers of calix[4]arene in which two distal substituents are methyl acetates and the other two are 1-alkenyl groups with 3–6 carbon atoms in the chain have been prepared by two routes which differ in the order in which the group (methyl acetate or alkenyl) were introduced. The final conformational outcome depends on which group was introduced first. Cone (major) and 1,3-altemate

  通过两种途径制备了一系列杯芳烃[4]亚芳基的混合四醚，其中两个远端取代基是乙酸甲酯，另外两个是链中具有3-6个碳原子的1-烯基。引入基团（乙酸甲酯或烯基）。最终的构象结果取决于首先引入哪个组。当首先引入烯基时，产生了圆锥形（主要）和1,3-替代物（次要）构象异构体。当顺序颠倒时，仅产生部分圆锥形构象体。可以基于在第四烷基化阶段操作并涉及碱的钠抗衡离子的模板效应来解释通过一种途径形成的锥体/ 1，3-交替构象异构体和通过替代途径形成的部分锥体构象异构体。
• Synthesis of Bridged, Multifunctional Calixarenes via Ring Closing Metathesis
  作者：Miguel Pitarch、Vickie McKee、Mark Nieuwenhuyzen、M. Anthony McKervey

  DOI：10.1021/jo970887q

  日期：1998.2.1

  Ring-closing metathesis catalyzed by RuCl2(CHPh)(PCy3)(2) has been used to synthesize calix[4]arenes in cane and 1,3-alternate conformations with upper and lower rim alkenyl bridges. Ester, methoxy, and hydroxy groups have been used to probe the effect of substituents on the mode of metathesis. With some substrates, intermolecular metathesis competes with the intramolecular process leading to oligocalix[4]arenes. X-ray diffraction has been used to reveal the molecular structures of two single-bridged calix[4]arenes and of a double-bridged calix[4]arene.