1,4,7,10-tetrakis[N-(phenacyl)carbamoylmethyl]-1,4,7,10-tetraazacyclododecane | 431042-38-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4,7,10-tetrakis[N-(phenacyl)carbamoylmethyl]-1,4,7,10-tetraazacyclododecane
• 英文别名: N-phenacyl-2-[4,7,10-tris[2-oxo-2-(phenacylamino)ethyl]-1,4,7,10-tetrazacyclododec-1-yl]acetamide
• CAS: 431042-38-5
• 化学式: C₄₈H₅₆N₈O₈
• 分子量: 873.021
• InChiKey: RZJYDWPUYFRWMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  64
• 可旋转键数：
  20
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  198
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1,4,7,10-tetrakis[N-(phenacyl)carbamoylmethyl]-1,4,7,10-tetraazacyclododecane 、 samarium trifluoromethanesulfonate 以 乙腈 为溶剂， 生成 Sm(1,4,7,10-tetrakis[N-(phenacyl)carbamoylmethyl]-1,4,7,10-tetraazacyclododecane)(CF3SO3)3*2H2O
  参考文献：
  名称：

  Highly Luminescent, Visible-Emitting Lanthanide Macrocyclic Chelates Stable in Water and Derived from the Cyclen Framework

  摘要：

  Two new tetraazamacrocyclic ligands are designed with the aim of sensitizing the luminescence of Tb(Ill) and Eu(Ill) ions in water: L5{1,4,7,10-tetrakis[N-(phenacyl)carbamoylmethyl]-1,4,7,10-tetraazacyclododecane} and L6 {1,4,7,10-tetrakis[N-(4-phenylphenacyl)carbamoylmethyl]-1,4,7,10-tetraazacyclododecane}. These ligands react with lanthanide trifluoromethanesulfonates to yield stable 1:1 complexes in water (log K = 12.89 +/- 0.15 for EuL5). X-ray diffraction on [Tb(L5)(H2O)](CF3SO3)(3) (P (1) over bar, a = 13,308(3) Angstrom, b = 14.338(3) Angstrom, c = 16.130(3) Angstrom, alpha = 101.37(3)degrees, beta = 96.16(3)degrees, gamma = 98.60(3)degrees) shows the Tb(III) ion lying on a C-4 axis and being 9-coordinate, with one water molecule bound in its inner coordination sphere. The absolute quantum yields are determined in aerated water for the complexes formed with ions used in fluoroimmunoassays (Ln = Sm, Eu, To, and Dy). Large values are found for [Tb(H2O)(L5)](3+) and [Eu(H2O)(L6)](3+), in line with the molecular design of the receptors: 23.1% and 24.7%, respectively. The intense luminescence of these ions results from efficient intersystem crossing and L Ln energy transfer processes, as well as from a suitable shielding of the emitting ions from radiationless deactivation.

  DOI：

  10.1021/ic011121i

文献信息

• Highly Luminescent, Visible-Emitting Lanthanide Macrocyclic Chelates Stable in Water and Derived from the Cyclen Framework
  作者：Gaël Zucchi、Anne-Claire Ferrand、Rosario Scopelliti、Jean-Claude G. Bünzli

  DOI：10.1021/ic011121i

  日期：2002.5.1

  Two new tetraazamacrocyclic ligands are designed with the aim of sensitizing the luminescence of Tb(Ill) and Eu(Ill) ions in water: L51,4,7,10-tetrakis[N-(phenacyl)carbamoylmethyl]-1,4,7,10-tetraazacyclododecane} and L6 1,4,7,10-tetrakis[N-(4-phenylphenacyl)carbamoylmethyl]-1,4,7,10-tetraazacyclododecane}. These ligands react with lanthanide trifluoromethanesulfonates to yield stable 1:1 complexes in water (log K = 12.89 +/- 0.15 for EuL5). X-ray diffraction on [Tb(L5)(H2O)](CF3SO3)(3) (P (1) over bar, a = 13,308(3) Angstrom, b = 14.338(3) Angstrom, c = 16.130(3) Angstrom, alpha = 101.37(3)degrees, beta = 96.16(3)degrees, gamma = 98.60(3)degrees) shows the Tb(III) ion lying on a C-4 axis and being 9-coordinate, with one water molecule bound in its inner coordination sphere. The absolute quantum yields are determined in aerated water for the complexes formed with ions used in fluoroimmunoassays (Ln = Sm, Eu, To, and Dy). Large values are found for [Tb(H2O)(L5)](3+) and [Eu(H2O)(L6)](3+), in line with the molecular design of the receptors: 23.1% and 24.7%, respectively. The intense luminescence of these ions results from efficient intersystem crossing and L Ln energy transfer processes, as well as from a suitable shielding of the emitting ions from radiationless deactivation.