meso-heptaethylcalix[4]pyrrole-meso-3-aminophenyl | 303153-90-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: meso-heptaethylcalix[4]pyrrole-meso-3-aminophenyl
• 英文别名: 3-(10,10,15,15,20,20-Hexaethyl-5-methyl-21,22,23,24-tetrahydroporphyrin-5-yl)aniline；3-(10,10,15,15,20,20-hexaethyl-5-methyl-21,22,23,24-tetrahydroporphyrin-5-yl)aniline
• CAS: 303153-90-4
• 化学式: C₃₉H₅₁N₅
• 分子量: 589.867
• InChiKey: XRJSZLRPNMNYJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  44
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  89.2
• 氢给体数：
  5
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-hydroxyimino-2-phenyl-acetohydroximoyl chloride 、 meso-heptaethylcalix[4]pyrrole-meso-3-aminophenyl 在 三乙胺 作用下， 以 乙醚 为溶剂， 以25%的产率得到
  参考文献：
  名称：

  The first example of calix[4]pyrrole functionalized vic-dioxime ligand: Synthesis, characterization, spectroscopic studies and redox properties of the mononuclear transition metal complexes

  摘要：

  Novel calix[4] pyrrole bearing vic-dioxime ligand (LH2) of the general formula, R1R2C2N2O2H2 (where, R-1 = C6H5- and R-2 = C39H50N5-) has been synthesized by the reaction of anti-chlorophenylglyoxime with 3-aminophenylcalix[4] pyrrole at room temperature. The mononuclear Cu(II), Ni(II) and Co(II) complexes of this vic-dioxime ligand were prepared and their structures were confirmed by elemental analysis, FT-IR, TGA and magnetic susceptibility measurements; the HMBC, DEPT, H-1 and C-13 NMR spectra of the LH2 ligand were also reported. The electrochemical property of the complexes was investigated in DMSO by cyclic voltammetry at 200 mV s (1) scan rate. The cyclic voltammetric measurements clearly indicated that Co(LH)(2)center dot 2H(2)O complex differs from the Ni(LH)(2) and Cu(LH)(2) complexes upon the exhibition of quasi-reversible one-electron transfer reduction process in the negative region instead of an irreversible process. (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.08.003
• 作为产物：
  描述：

  N-carbobenzoxy-3'-aminoacetophenone 在 palladium on activated charcoal 三氟化硼乙醚 、 环己烯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 异丙醇 为溶剂， 反应 50.0h， 生成 meso-heptaethylcalix[4]pyrrole-meso-3-aminophenyl
  参考文献：
  名称：

  第二代杯吡咯阴离子传感器

  摘要：

  DOI：

  10.1021/ja001308t

文献信息

• A novel vic-dioxime ligand and its Ni(II), Cu(II) and Co(II) complexes containing calix[4]pyrrole moiety: synthesis, characterization and redox properties
  作者：Bilge Taner、Pervin Deveci、Emine Özcan、Ali Osman Solak

  DOI：10.1007/s10847-012-0131-y

  日期：2012.12

  A new calix[4]pyrrole functionalized vic-dioxime, 3-(4-methyl-9,9,14,14,19,19-hexaethylcalix[4]pyrrole)benzoaminoglyoxime (LH2) was synthesized from anti-chloroglyoxime and 3-aminophenyl-calix[4]pyrrole at room temperature. The mononuclear complexes nickel(II), copper(II) and cobalt(II)} of this vic-dioxime ligand were prepared and their structures were confirmed by elemental analysis, IR and UV–Vis

  以抗氯乙醛肟和 3-(4-methyl-9,9,14,14,19,19-hexaethylcalix[4]pyrrole)benzoaminoglyoxime (LH2) 为原料，合成了一种新的杯[4]吡咯功能化的vic-二肟，3-(4-methyl-9,9,14,14,19,19-hexaethylcalix[4]pyrrole)benzoaminoglyoxime (LH2)。氨基苯基-杯[4]吡咯在室温下。制备了该vic-二肟配体的单核配合物镍(II)、铜(II)和钴(II)}，并通过元素分析、IR和UV-Vis分光光度法、磁化率确认了它们的结构；还记录了 LH2 配体及其 Ni(II) 配合物的 MS、1H 和 13C NMR 谱。实验结果表明，在 Ni(II)、Cu(II) 和 Co(II) 配合物的情况下，配体：金属比为 2:1，与大多数 vic-二肟一样。通过循环伏安法以 200
• Synthesis of a new colorimetric receptor based on calix[4]pyrrole binding oxime for selective recognition of fluoride ions
  作者：Bilge Taner、Onder Alici、Pervin Deveci

  DOI：10.1080/10610278.2013.830725

  日期：2014.2.1

  A colorimetric anion sensor α-meso-heptaethylcalix[4]pyrrole-meso-3-aminophenyl-p-nitrobenzaldoxime was synthesised and characterised by various spectroscopic techniques. Anion-binding studies were carried out using UV–vis, and 1H NMR titrations, revealing that the receptor exhibits selective recognition towards F− over other anions. The selectivity for F− among the halides is attributed mainly to

  合成了比色阴离子传感器 α-meso-heptaethylcalix[4]pyrrole-meso-3-aminophenyl-p-nitrobenzaldoxime，并通过各种光谱技术对其进行表征。使用 UV-vis 和 1H NMR 滴定法进行阴离子结合研究，表明受体对 F- 比其他阴离子表现出选择性识别。卤化物中 F- 的选择性主要归因于受体与 F- 的氢键相互作用。在具有 1:2 化学计量的四丁基氟化铵存在下，受体显示颜色从无色变为黄色。在 CH3CN 中进行的循环伏安法研究提供了 F− 离子依赖于阴离子的电化学响应的证据。在添加~1 当量后，这种反应在受体的情况下特别显着。F-离子。
• New redox anion receptors based on calix[4]pyrrole bearing ferrocene amide
  作者：Wenzhi Yang、Zhenming Yin、Chun-Hua Wang、Chengyun Huang、Jiaqi He、Xiaoqing Zhu、Jin-Pei Cheng

  DOI：10.1016/j.tet.2008.07.035

  日期：2008.9

  Two redox anion receptors based on calix[4]pyrrole and ferrocene have been synthesized. The electrochemical investigation revealed that these compounds can be response to the anions with different shifts of Fc/Fc(1) couple. With the H-1 NMR titration study, the selectivity to F and AcO ions in CD3CN Solution was confirmed. The conformations of the mono-aromatic meso-substituted calix[4]pyrroles, which were the synthetical intermediate of the ferrocene based receptors, and their anion complexes in the solid state have also been Studied by single X-ray crystallography. and the rationality of the crystal conformations was proved by theoretical study. (C) 2008 Elsevier Ltd. All rights reserved.