2-(2,5,8-Trioxa-16,19,22-triazatricyclo[22.4.0.09,14]octacosa-1(28),9,11,13,24,26-hexaen-19-yl)ethanamine | 613682-12-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2,5,8-Trioxa-16,19,22-triazatricyclo[22.4.0.09,14]octacosa-1(28),9,11,13,24,26-hexaen-19-yl)ethanamine
• CAS: 613682-12-5
• 化学式: C₂₄H₃₆N₄O₃
• 分子量: 428.575
• InChiKey: XIVMICNEIIRAJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  81
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  copper(II) perchlorate hexahydrate 、 2-(2,5,8-Trioxa-16,19,22-triazatricyclo[22.4.0.09,14]octacosa-1(28),9,11,13,24,26-hexaen-19-yl)ethanamine 以 乙醇 为溶剂， 以40%的产率得到
  参考文献：
  名称：

  具有新的N（4）O（3）胺侧链武装的大环配体的金属配合物：合成，表征，晶体结构和荧光研究。

  摘要：

  衍生自O（1），O（7）-双（2-甲酰基苯基）-1,4,7-三氧杂庚烷和containing的含氨基末端侧链的新oxaaza大环配体L的合成及其金属络合与碱土（M = Ca（2 +），Sr（2 +），Ba（2+）），过渡态（M = Co（2 +），Ni（2 +），Cu（2 +），Zn（2 +），Cd（2+）），过渡后（M = Pb（2+））和Y（3+）和镧系元素（M = La（3 +），Er（3+））金属离子被报道。[H（2）L]（ClO（4））（2）.3H（2）O，[PbL]（ClO（4））（2）和[ZnLCl]（ClO（4））的晶体结构。还报道了H（2）O。在[PbL]络合物中，金属离子位于由所有N（4）O（3）供体原子协调的大环腔内部，而在[ZnLCl]络合物中，金属离子仅被存在于其中的氮原子包裹配体。观察到[H（2）L]（ClO（4））（2）.3H（2）O和[PbL]（ClO（4）

  DOI：

  10.1021/ic034245z
• 作为产物：
  描述：

  1,5-bis(benzaldehydeoxy)-3-oxopentane 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 2-(2,5,8-Trioxa-16,19,22-triazatricyclo[22.4.0.09,14]octacosa-1(28),9,11,13,24,26-hexaen-19-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

• Copper complexes with new oxaaza-pendant-armed macrocyclic ligands: X-ray crystal structure of a macrocyclic copper(II) complex
  作者：Manuel Vicente、Rufina Bastida、Alejandro Macı́as、Laura Valencia、Carlos F.G.C. Geraldes、Carlos D. Brondino

  DOI：10.1016/j.ica.2004.11.006

  日期：2005.3

  The synthesis of new oxaaza macrocyclic ligands (2–4) derived from O1,O7-bis(2-formylphenyl)-1,4,7-trioxaheptane and functionalized tris(2-aminoethyl)amine are described. Mononuclear copper(II) complexes were isolated in the reaction of the corresponding macrocyclic ligand and copper(II) perchlorate. The structure of the [Cu(2)](ClO4)2 complex was determined by X-ray diffraction analysis. The copper(II)

  的新oxaaza大环配体（合成2 - 4）衍生自Ô 1，Ö 7双（2-甲酰基苯基）-1,4,7- trioxaheptane和官能化的三（2-氨基乙基）胺进行了描述。在相应的大环配体与高氯酸铜（II）的反应中分离出单核铜（II）配合物。通过X射线衍射分析确定[Cu（2）]（ClO 4）2配合物的结构。铜（II）离子与所有N 5配位五供体原子，被胺末端侧链有效地包裹，具有三角双锥体的几何形状。通过UV-Vis，IR和EPR研究进一步表征了该复合物。电子反射光谱证明，Cu（II）配合物的配位几何结构是配体1和2的三角双锥体，或配体3和4的扭曲的方形锥体。MeCN溶液中的电子光谱不同于固态的电子光谱，这表明溶液中可能发生某些结构修饰。具有2的铜配合物粉末样品的EPR光谱呈现轴向对称性，并在g //处有超细分裂具有铜核（I  = 3/2），这是弱交换耦合扩展系统的特征。所述EPR参数（克//  =
• Fluorene-Based Metal-Ion Sensing Probe with High Sensitivity to Zn²⁺ and Efficient Two-Photon Absorption
  作者：Kevin D. Belfield、Mykhailo V. Bondar、Andrew Frazer、Alma R. Morales、Oleksiy D. Kachkovsky、Ivan A. Mikhailov、Artëm E. Masunov、Olga V. Przhonska

  DOI：10.1021/jp104450m

  日期：2010.7.22

  The photophysical, photochemical, two-photon absorption (2PA) and metal ion sensing properties of a new fluorene derivative (E)-1-(7-(4-(benzo[d]thiazol-2-yl)styryl)-9,9-bis(2-(2-ethoxyethoxy)ethyl)-9H-fluoren-2-yl)-3-(2-(9,10,16,17,18,19,21,22,23,24-decahydro-6H dibenzo[h,s][1,4,7,11,14,17]trioxatriazacycloicosin-20(7H)-yl)ethyl)thiourea (1) were investigated in organic and aqueous media. High sensitivity and selectivity of 1 to Zn2+ in tetrahydrofuran and a water/acetonitrile mixture were shown by both absorption and fluorescence titration. The observed complexation processes corresponded to 1:1 stoichiometry with the range of binding constants similar to(2-3) x 10(5) M-1. The degenerate 2PA spectra of 1 and 1/Zn2+ complex were obtained in the 640-900 nm spectral range with the maximum values of two-photon action cross section for ligand/metal complex similar to(90-130) GM, using a standard two-photon induced fluorescence methodology under femtosecond excitation. The nature of the 2PA bands was analyzed by quantum chemical methods and a specific dependence on metal ion binding processes was shown. Ratiometric fluorescence detection (420/650 nm) provided a good dynamic range (10(-4) to 10(-6) M) for detecting Zn2+, which along with the good photostability and 2PA properties of probe 1 makes it a good candidate in two-photon fluorescence microscopy imaging and sensing of Zn ions.
• 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