1,4,7,10-tetrakis<(S)-1-(1-phenyl)ethylcarbamoylmethyl>-1,4,7,10-tetraazacyclododecane | 188747-38-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,4,7,10-tetrakis<(S)-1-(1-phenyl)ethylcarbamoylmethyl>-1,4,7,10-tetraazacyclododecane
• 英文别名: (S,S,S,S)-DOTAMPh；N-[(1S)-1-phenylethyl]-2-[4,7,10-tris[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]-1,4,7,10-tetrazacyclododec-1-yl]acetamide
• CAS: 188747-38-8
• 化学式: C₄₈H₆₄N₈O₄
• 分子量: 817.087
• InChiKey: ICTSZMZLFHKAPZ-YKKXUYLKSA-N

物化性质

• 沸点：
  1021.8±65.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  60
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  europium trifluoromethanesulfonate 、 1,4,7,10-tetrakis<(S)-1-(1-phenyl)ethylcarbamoylmethyl>-1,4,7,10-tetraazacyclododecane 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Structural Rigidity and Luminescence of Chiral Lanthanide Tetraamide Complexes Based on 1,4,7,10-Tetraazacyclododecane

  摘要：

  DOI：

  10.1002/anie.199705211
• 作为产物：
  描述：

  (S)-(-)- α-甲基苄胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 、 三乙胺 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 生成 1,4,7,10-tetrakis<(S)-1-(1-phenyl)ethylcarbamoylmethyl>-1,4,7,10-tetraazacyclododecane
  参考文献：
  名称：

  Synthesis, Time-Resolved Luminescence, NMR Spectroscopy, Circular Dichroism and Circularly Polarised Luminescence Studies of Enantiopure Macrocyclic Lanthanide Tetraamide Complexes

  摘要：

  The syntheses and properties of a series of lanthanide complexes (Ln = Eu, Tb, Dy, Yb) of C-4 symmetric chiral tetraamide ligands based on 1,4,7,10-tetraazacyclododecane are reported. The configuration of the chiral centre at carbon in the amide substituent (CH2NHCO-CH(Me)Ar) determines the helicity of the derived complex and the configuration of the macrocyclic ring. The enantiopure lanthanide complexes do not undergo Delta/Lambda interconversion in the temperature range 220 to 320 K and three complexes have been characterised by X-ray crystallography, revealing nine-coordination about the lanthanide ion (Ln=Eu, Dy) with a monocapped square-antiprismatic coordination geometry. The terbium complexes are highly emissive in aqueous solution following excitation into the aryl chromophore (e.g. for [Tb .(R)-7a](3+) phi H2O = 0.49; phi D2O = 0.81) and all of the lanthanide complexes exhibit strong circularly polarised luminescence. The ytterbium complexes (e.g. [Yb .(S)-5b](3+)) shows a strong near-IR CD and circularly polarised luminescence (CPL) associated with the F-2(5/2)-F-2(7/2) transition. Overall, these emissive complexes allow control in modulating both the frequency and the polarisation of emitted light in aqueous solution.

  DOI：

  10.1002/(sici)1521-3765(19990301)5:3<1095::aid-chem1095>3.0.co;2-c

文献信息

• On the role of the counter-ion in defining water structure and dynamics: order, structure and dynamics in hydrophilic and hydrophobic gadolinium salt complexes
  作者：Amber L. Thompson、David Parker、David A. Fulton、Judith A. K. Howard、Shashi U. Pandya、Horst Puschmann、Kanthi Senanayake、Philip A. Stenson、Alessandra Badari、Mauro Botta、Stefano Avedano、Silvio Aime

  DOI：10.1039/b606206g

  日期：——

  also defines the water exchange rate in solution: 7.3, 19.5, 33.3 × 104 s−1 (298 K), respectively. For [Gd.2]3+ salts, the measured relaxivity is determined purely by the outer sphere term and the water exchange rate at 298 K is very similar (typically 1 × 104 s−1) for chloride, bromide, iodide, acetate, triflate and nitrate salts, notwithstanding the different nature and extent of hydration found in

  [Gd.DOTAM] 3+的水合盐及其疏水性更高的衍生物[Gd ]的晶体结构。报告并比较了带有4个α-苯乙基（Gd和Yb盐）的2 ] 3+。阴离子的性质决定了晶格中的有序度和水合程度。这些影响与17 O和1 H NMR 测量 水交流解决方案中的动态。与[Gd.DOTAM] 3+，结构顺序或在水合晶格水合的程度如下序列氯- >溴- >我-和这个顺序还限定在溶液中的水汇率：7.3，19.5，33.3×10分别为4 s -1（298 K）。对于[Gd。2 ] 3+盐，测得的弛豫度完全由外球项确定，并且在298 K时，氯离子，溴离子，碘离子，乙酸根，三氟甲磺酸根和三氟甲磺酸根的水交换速率非常相似（通常为1×10 4 s -1）。硝酸盐尽管在晶格中发现了不同的水合性质和程度。