N,N-dibenzyl-2-[[5,11,17,23-tetratert-butyl-27-[2-(dibenzylamino)-2-oxoethoxy]-26,28-dihydroxy-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]acetamide | 1057647-77-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N,N-dibenzyl-2-[[5,11,17,23-tetratert-butyl-27-[2-(dibenzylamino)-2-oxoethoxy]-26,28-dihydroxy-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]acetamide
• CAS: 1057647-77-4
• 化学式: C₇₆H₈₆N₂O₆
• 分子量: 1123.53
• InChiKey: IQZXFEDOSPCNAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.6
• 重原子数：
  84
• 可旋转键数：
  18
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  99.5
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5,11,17,23-tert-butyl-25,27-bis(chlorocarbonylmethoxy)-26,28-hydroxycalix[4]arene 、 二苄胺 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以60%的产率得到N,N-dibenzyl-2-[[5,11,17,23-tetratert-butyl-27-[2-(dibenzylamino)-2-oxoethoxy]-26,28-dihydroxy-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]acetamide
  参考文献：
  名称：

  杯[4]亚芳基（L）的下环1,3-二{双（2-（甲基吡啶基）}酰胺衍生物作为对Ag +的比例主传感器，对作为Cys的辅助传感器的Ag +配合物：实验，计算和L ‡的显微学研究和INHIBIT逻辑门特性

  摘要：

  杯[4]亚芳基（L）的结构特征较低的下边缘1,3-二{双（2-甲基吡啶基）}酰胺衍生物通过形成1：1络合物以及其他九种生物学上重要的金属离子，具有对Ag +的高选择性。，即 通过荧光，吸收和1 H NMR光谱研究了Na +，K +，Mg 2 +，Ca 2 +，Mn 2 +，Fe 2 +，Co 2 +，Ni 2+和Zn 2+。L和Ag +之间形成的1：1配合物已经在ESI质谱的基础上得到了进一步证明，并已证明具有缔合常数K基于荧光数据，a为11117±190 M -1。大号充当朝向银主比例传感器+由开关-对荧光和显示出450个ppb的最低检测浓度。为了模拟L和Ag +之间1：1复合物的形成而进行的DFT计算研究导致了四面体复合物，其中存在于两个臂上的所有四个吡啶基部分的氮原子均被配位。尽管这些吡啶基在晶体结构中位于更远的位置，但是在存在银离子的情况下，在臂中诱导了适当的二面体变化，以形成配位

  DOI：

  10.1021/jo901676s

文献信息

• Experimental and Computational Studies of Selective Recognition of Hg²⁺ by Amide Linked Lower Rim 1,3-Dibenzimidazole Derivative of Calix[4]arene: Species Characterization in Solution and that in the Isolated Complex, Including the Delineation of the Nanostructures
  作者：Roymon Joseph、Balaji Ramanujam、Amitabha Acharya、Anupam Khutia、Chebrolu P. Rao

  DOI：10.1021/jo800073g

  日期：2008.8.1

  Amide linked lower rim 1,3-dibenzimidazole derivative of calix[4]arene, L has been shown to be sensitive and selective to Hg2+ in aqueous acetonitrile solution based on fluorescence spectroscopy, and the stoichiometry of the complexed species has been found to be 1:1. The selectivity of L toward Hg2+ has been shown among 11 M2+ ions, viz., Mn2+, Fe2+, CO2+, Ni2+, Cu2+, Zn2+, Cd2+, Hg2+, Ph2+, Ca2+, and Mg2+ studied, including those of the mercury group and none of these ions impede the recognition of Hg2+ by L. Role of the solvent on the recognition of Hg2+ has been demonstrated. The role of calix[4]arene platform and the benzimidazole moieties in the recognition of Hg2+ by L has been delineated upon performing such studies with five different molecules of relevance as reference molecular systems. The binding cores formed by the receptor L and the reference compounds have been established based on the single crystal XRD structures, and the preferential metal ion binding cores have been discussed. The binding, of Hg2+ with L has been further established based on H-1 and C-13 NMR, ESI MS, absorption, and fluorescence lifetime measurements. Some of these techniques have been used to establish the stoichiometry of the species formed. The complex species formed between L and Hg2+ have been isolated and characterized and found to be 1:1 species even in the isolated complex. Whereas transmission electron microscopy (TEM), atomic force microscopy (AFM), and scanning electron microscopy (SEM) provided the nanostructural behavior of L, the TEM and SEM demonstrated that the mercury complex has different characteristics when compared to L. The TEM, SEM, and powder XRD studies revealed that whereas L is crystalline, that of the mercury complex is not, perhaps a reason for not being able to obtain single crystals of the complex. Binding characteristics of Hg2+ toward L have been established based on the DFT computational calculations.