H(8O2,2)-amine | 1001404-37-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: H(8O2,2)-amine
• 英文别名: N'-(2-aminoethyl)-N'-[2-[2-[2-[bis(2-aminoethyl)amino]ethoxy]ethoxy]ethyl]ethane-1,2-diamine
• CAS: 1001404-37-0
• 化学式: C₁₄H₃₆N₆O₂
• 分子量: 320.479
• InChiKey: HVNJBTWURSTXRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.8
• 重原子数：
  22
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  129
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  H(8O2,2)-amine 、 1-(benzyloxy)-6-oxo-1,6-dihydropyridine-2-carbonyl chloride 在 potassium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 8.0h， 以68%的产率得到H(8O2,2)-1,2-HOPOBn
  参考文献：
  名称：

  Optimization of the Sensitization Process and Stability of Octadentate Eu(III) 1,2-HOPO Complexes

  摘要：

  The synthesis of a series of octadentate ligands containing the 1-hydroxypyridin-2-one (1,2-HOPO) group in complex with europium(III) is reported. Within this series, the central bridge connecting two diethylenetriamine units linked to two 1,2-HOPO chromophores at the extremities (5-LIN-1,2-HOPO) is varied from a short ethylene chain (H(2,2)-1,2-HOPO) to a long pentaethylene oxide chain (H(17O5,2)-1,2-HOPO). The thermodynamic stability of the europium complexes has been studied and reveals these complexes may be effective for biological measurements. Extension of the central bridge results in exclusion of the inner-sphere water molecule observed for [Eu(H(2,2)-1,2-HOPO)](-) going from a nonacoordinated to an octacoordinated Eu(III) ion. With the longer chain length ligands, the complexes display increased luminescence properties in aqueous medium with an optimum of 20% luminescence quantum yield for the [Eu(H(17O5,2)-1,2-HOPO)](-) complex. The luminescence properties for [Eu(H(14O4,2)-1,2-HOPO)](-) and [Eu(H(17O5,2)-1,2-HOPO)](-) are better than that of the model bis-tetradentate [Eu(5LIN(Me)-1,2-HOPO)(2)](-) complex, suggesting a different geometry around the metal center despite the geometric freedom allowed by the longer central chain in the H(mOn,2) scaffold. These differences are also evidenced by examining the luminescence spectra at room temperature and at 77 K and by calculating the luminescence kinetic parameters of the europium complexes.

  DOI：

  10.1021/acs.inorgchem.5b00748
• 作为产物：
  描述：

  H(8O2,2)-CBZ 在 5%-palladium/activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、3.45 MPa 条件下， 反应 8.0h， 以85%的产率得到H(8O2,2)-amine
  参考文献：
  名称：

  Optimization of the Sensitization Process and Stability of Octadentate Eu(III) 1,2-HOPO Complexes

  摘要：

  The synthesis of a series of octadentate ligands containing the 1-hydroxypyridin-2-one (1,2-HOPO) group in complex with europium(III) is reported. Within this series, the central bridge connecting two diethylenetriamine units linked to two 1,2-HOPO chromophores at the extremities (5-LIN-1,2-HOPO) is varied from a short ethylene chain (H(2,2)-1,2-HOPO) to a long pentaethylene oxide chain (H(17O5,2)-1,2-HOPO). The thermodynamic stability of the europium complexes has been studied and reveals these complexes may be effective for biological measurements. Extension of the central bridge results in exclusion of the inner-sphere water molecule observed for [Eu(H(2,2)-1,2-HOPO)](-) going from a nonacoordinated to an octacoordinated Eu(III) ion. With the longer chain length ligands, the complexes display increased luminescence properties in aqueous medium with an optimum of 20% luminescence quantum yield for the [Eu(H(17O5,2)-1,2-HOPO)](-) complex. The luminescence properties for [Eu(H(14O4,2)-1,2-HOPO)](-) and [Eu(H(17O5,2)-1,2-HOPO)](-) are better than that of the model bis-tetradentate [Eu(5LIN(Me)-1,2-HOPO)(2)](-) complex, suggesting a different geometry around the metal center despite the geometric freedom allowed by the longer central chain in the H(mOn,2) scaffold. These differences are also evidenced by examining the luminescence spectra at room temperature and at 77 K and by calculating the luminescence kinetic parameters of the europium complexes.

  DOI：

  10.1021/acs.inorgchem.5b00748

文献信息

• LUMINESCENT 1-HYDROXY-2-PYRIDINONE CHELATES OF LANTHANIDES
  申请人：Raymond Kenneth N.

  公开号：US20100015725A1

  公开（公告）日：2010-01-21

  The present invention provides luminescent complexes between a lanthanide ion and an organic ligand which contains 1,2-hydroxypyridinone units. The complexes of the invention are stable in aqueous solutions and are useful as molecular probes, for example in medical diagnostics and bioanalytical assay systems. The invention also provides methods of using the complexes of the invention.

  本发明提供了一种含有1,2-羟基吡啶酮基团的有机配体和镧系离子之间的发光配合物。该发明的配合物在水溶液中稳定，并且可用作分子探针，例如在医学诊断和生物分析测量系统中。本发明还提供了使用所述配合物的方法。
• Photocatalytic Generation of Divalent Lanthanide Reducing Agents
  作者：Monika Tomar、Rohan Bhimpuria、Daniel Kocsi、Anders Thapper、K. Eszter Borbas

  DOI：10.1021/jacs.3c07508

  日期：2023.10.18

  are excellent reducing agents with unique reactivity profiles. These reagents are typically used in superstoichiometric amounts, often in combination with harmful additives. Reactions catalytic in Ln(II) reagents that retain the reactivity and selectivity of the stoichiometric transformations are currently lacking due to the absence of effective and selective methods to form reactive Ln(II) species from

  二价镧系元素 (Ln) 化合物是具有独特反应特性的优异还原剂。这些试剂通常以超化学计量使用，通常与有害添加剂结合使用。由于缺乏从稳定前体形成反应性 Ln(II) 物质的有效和选择性方法，目前缺乏保留化学计量转化的反应性和选择性的 Ln(II) 试剂中的催化反应。在这里，活性 Ln(II) 是由 Ln(III) 前体通过光激发香豆素或喹诺酮生色团还原产生的，而活性 Ln(II) 又由牺牲还原剂再生。还原剂可以是金属（锌）或有机物（胺），并且可以严格按化学计量使用。广泛的反应，包括 C–卤素、C=C、C=X (X = O, N)、P=O 和 N=N 还原，以及 C–C、C–X (X = N 、S、P) 和 N-N 偶联很容易进行，其产率和选择性与类似的化学计量转化所提供的相当或更好。可以通过改变配体或镧系元素或通过添加环境友好的添加剂（例如水）来改变反应结果。EPR 光谱支持 Ln(II) 和
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  申请人：——

  公开号：——

  公开（公告）日：——
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  公开号：US8557601B2

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  申请人：——

  公开号：US9556122B2

  公开（公告）日：2017-01-31