2-(2,5-Dioxa-13,16,19-triazatricyclo[19.4.0.06,11]pentacosa-1(25),6,8,10,21,23-hexaen-16-yl)ethanamine | 1126974-56-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2,5-Dioxa-13,16,19-triazatricyclo[19.4.0.06,11]pentacosa-1(25),6,8,10,21,23-hexaen-16-yl)ethanamine
• 英文别名: 2-(2,5-dioxa-13,16,19-triazatricyclo[19.4.0.06,11]pentacosa-1(25),6,8,10,21,23-hexaen-16-yl)ethanamine
• CAS: 1126974-56-8
• 化学式: C₂₂H₃₂N₄O₂
• 分子量: 384.522
• InChiKey: BUTBLCYEZHSZEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  71.8
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2,5-Dioxa-13,16,19-triazatricyclo[19.4.0.06,11]pentacosa-1(25),6,8,10,21,23-hexaen-16-yl)ethanamine 、 异氰酸对硝基苯 以 二氯甲烷 为溶剂， 以65%的产率得到N6,N12-bis(4-nitrophenyl)-9-(2-(3-(4-nitrophenyl)ureido)ethyl)-8,9,10,11,19,20-hexahydro-5H-dibenzo[e,p][1,4]dioxa[8,11,14]triazacycloheptadecine-6,12(7H,13H)-dicarboxamide
  参考文献：
  名称：

  Novel emissive phenylurea-based macrocyclic chemosensor: Synthesis, fluorescent and complexation studies

  摘要：

  A new emissive macrocycle ligand bearing three phenylurea groups (L-1) has been synthesized and fully characterised. Several mononuclear complexes with nitrate, perchlorate and tetrafluoroborate salts of transition and post-transition metals (Cu2+, Ni2+, Co2+, Zn2+ and Cd2+) were synthesized and characterized. For comparative purposes, the coordination ability of two nonfluorescent macrocyclic ligands (L-2 and L-3) containing three nitrophenylurea pendant-arms towards the same metal ions were studied. The interaction with transition and post-transition metal ions, and anions was explored in solution by UV-Vis and emission spectroscopy with ligand L-1. All new compounds were characterised by microanalysis, IR, UV-Vis and fluorescence emission, FAB and ESI mass spectrometry and conductivity measurements. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.05.031
• 作为产物：
  描述：

  2-[2-(2-甲烷酰苯氧基)乙氧基]苯甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 2-(2,5-Dioxa-13,16,19-triazatricyclo[19.4.0.06,11]pentacosa-1(25),6,8,10,21,23-hexaen-16-yl)ethanamine
  参考文献：
  名称：

  Novel emissive phenylurea-based macrocyclic chemosensor: Synthesis, fluorescent and complexation studies

  摘要：

  A new emissive macrocycle ligand bearing three phenylurea groups (L-1) has been synthesized and fully characterised. Several mononuclear complexes with nitrate, perchlorate and tetrafluoroborate salts of transition and post-transition metals (Cu2+, Ni2+, Co2+, Zn2+ and Cd2+) were synthesized and characterized. For comparative purposes, the coordination ability of two nonfluorescent macrocyclic ligands (L-2 and L-3) containing three nitrophenylurea pendant-arms towards the same metal ions were studied. The interaction with transition and post-transition metal ions, and anions was explored in solution by UV-Vis and emission spectroscopy with ligand L-1. All new compounds were characterised by microanalysis, IR, UV-Vis and fluorescence emission, FAB and ESI mass spectrometry and conductivity measurements. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.05.031

文献信息

• A chemosensor for dihydrogenphosphate based on an oxoazamacrocycle possessing three thiourea arms
  作者：Anxela Aldrey、Alejandro Macías、Rufina Bastida、Guillermo Zaragoza、Gustavo Rama、Miguel Vázquez López

  DOI：10.1039/c2ob25498k

  日期：——

  We report a new H-bond macrocyclic chromogenic chemosensor in organic media, H33L, which displayed drastic changes in its UV–vis spectra revealing selectivity for dihydrogenphosphate over other inorganic anions, such as acetate or fluoride. The X-ray crystal structures of the [H444L⋯NO3]·(CH3CN)4 and [H444L⋯CF3CO2]·(CH3CN)2 salt complexes are also reported.

  我们报告了一种新的有机介质中的 H 键大环发色化学传感器 H33L，它的紫外-可见光谱发生了剧烈变化，显示出对磷酸二氢盐的选择性，而不是其他无机阴离子，如醋酸盐或氟化物。此外，还报告了 [H444L⋯NO3]-(CH3CN)4 和 [H444L⋯CF3CO2]-(CH3CN)2 盐复合物的 X 射线晶体结构。
• Metal complexes with pendant-armed oxaazamacrocycles. The crystal structures of dimeric Ca(II) and Sr(II) complexes
  作者：Montserrat López-Deber、Anxela Aldrey、Goretti Castro-Justo、Verónica García-González、Rufina Bastida、Alejandro Macías、Paulo Pérez-Lourido、Laura Valencia

  DOI：10.1016/j.ica.2014.01.026

  日期：2014.6

  Abstract A new series of alkaline-earth and transition metal complexes of Ca(II), Sr(II), Ba(II), Co(II), Ni(II) and Cu(II) with two pendant-arm oxaaza macrocyclic ligands, L1 and L2, with N4O2 and N4O3 donor sets, respectively, were synthesized by reaction of the ligand and the appropriate perchlorate salt in refluxing acetonitrile. The reactions gave analytically pure products that were characterized

  摘要Ca（II），Sr（II），Ba（II），Co（II），Ni（II）和Cu（II）的一系列碱土金属和过渡金属配合物，带有两个侧臂氧杂氮杂大环配体通过配体和适当的高氯酸盐在回流的乙腈中反应，分别合成了具有N 4 O 2和N 4 O 3供体对的L 1和L 2。反应得到分析纯的产物，其通过元素分析，FAB质谱，IR和1H NMR谱表征。还可以确定L1·3H2O，[Sr2（L2-H）2（ClO4）2]和[Ca2（L2-H）2（ ）2]·2.5CH3CN的晶体结构。具有L2的Ca（II）和Sr（II）配合物的晶体结构显示相似的二聚化合物，其中两个金属离子通过来自两个水杨醛基团的去质子化酚氧连接。两种金属离子都处于七个配位环境中。
• Anion sensing properties of new colorimetric chemosensors based on macrocyclic ligands bearing three nitrophenylurea groups
  作者：Anxela Aldrey、Cristina Núñez、Verónica García、Rufina Bastida、Carlos Lodeiro、Alejandro Macías

  DOI：10.1016/j.tet.2010.09.054

  日期：2010.11

  Two new colorimetric ligands (1-2) based on macrocyclic structures linked to three nitrophenylurea groups were synthesized in good yields and their responses toward anions were studied Anions with different shape such as of fluoride chloride bromide iodide hydroxide nitrate perclhorate cyanide or dihydrogen phosphate in DMSO solution were added and only fluoride hydroxide cyanide and dihydrogen phosphate enhances pi delocalization and shifts the pi-pi transition in both ligands leading to the generation of a pleasant orange color The result is a balance between the acidity of the nitrophenylurea-NH donors modulated by the basic character of the anions Stability constants for both receptors and the anions fluoride hydroxide cyanide and dihydrogen phosphate were determined spectrophotometrically using the program HYSPEC H-1 NMR titrations experiments with fluoride were carried out (C) 2010 Elsevier Ltd All rights reserved
• Cd(II) complexes with pendant armed oxa- and azamacrocyclic ligands
  作者：Montserrat López-Deber、Anxela Aldrey、Goretti Castro-Justo、Mª del Carmen Fernández-Fernández、Verónica García-González、Rufina Bastida、Alejandro Macías、Paulo Pérez-Lourido、Laura Valencia

  DOI：10.1016/j.poly.2013.01.040

  日期：2013.4

  The coordination capability of the pendant-arm macrocyclic ligands - with different sizes, nature and number of the donor atoms - dioxotriaza 17-membered (L-1) and pentaaza 17-membered (L-2) towards nitrate and perchlorate Cd(II) salts, has been investigated. The complexes were prepared in 1:1 metal/ligand molar ratio. The characterization carried out by elemental analysis, FAB mass spectrometry, IR and NMR spectroscopy, conductivity measurements, together with the crystal structure of the complexes [CdL1(CH3CN)](ClO4)(2)center dot CH3CN and [CdL2](ClO4)(2) confirms the formation of mononuclear complexes in all cases. The X-ray diffraction of [CdL1(CH3CN)](ClO4)(2)center dot CH3CN complex presents a mononuclear endomacrocyclic structure with the metal ion coordinated by the five donor atoms from the macrocyclic framework, the amine group from the pendant-arm and one acetonitrile molecule, in a distorted pentagonal bipyramid geometry. The complex [CdL2](ClO4)(2) is also mononuclear, but the cadmium ion is in a distorted trigonal prism environment coordinated by the six nitrogen donor atoms from the ligand. In both cases, the perchlorate ions do not participate in the coordination to the metal ion, but they are involved in numerous hydrogen bond interactions inter- and intramolecular with phenoxy and amino-groups. (C) 2013 Elsevier Ltd. All rights reserved.