1-[2-[Bis[2-[(4-cyanophenyl)carbamoylamino]ethyl]amino]ethyl]-3-(4-cyanophenyl)urea | 1313729-43-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[2-[Bis[2-[(4-cyanophenyl)carbamoylamino]ethyl]amino]ethyl]-3-(4-cyanophenyl)urea
• CAS: 1313729-43-9
• 化学式: C₃₀H₃₀N₁₀O₃
• 分子量: 578.633
• InChiKey: KGXCDIKTIFKLRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  43
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  198
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-[2-[Bis[2-[(4-cyanophenyl)carbamoylamino]ethyl]amino]ethyl]-3-(4-cyanophenyl)urea 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 0.5h， 生成 Tris[2-[(4-cyanophenyl)carbamoylamino]ethyl]azanium;chloride
  参考文献：
  名称：

  Spectroscopic, Structural, and Theoretical Studies of Halide Complexes with a Urea-Based Tripodal Receptor

  摘要：

  A urea-based tripodal receptor L substituted with p-cyanophenyl groups has been studied for halide anions using H-1 NMR spectroscopy, density functional theory (DFT) calculations, and X-ray crystallography. The H-1 NMR titration studies suggest that the receptor forms a 1:1 complex with an anion, showing a binding trend in the order of fluoride > chloride > bromide > iodide. The interaction of a fluoride anion with the receptor was further confirmed by 2D NOESY and F-19 NMR spectroscopy in DMSO-d(6). DFT calculations indicate that the internal halide anion is held by six NH center dot center dot center dot X interactions with L, showing the highest binding energy for the fluoride complex. Structural characterization of the chloride, bromide, and silicon hexafluoride complexes of [LH+] reveals that the anion is externally located via hydrogen bonding interactions. For the bromide or chloride complex, two anions are bridged with two receptors to form a centrosymmetric dimer, while for the silicon hexafluoride complex, the anion is located within a cage formed by six ligands and two water molecules.

  DOI：

  10.1021/ic202747q
• 作为产物：
  描述：

  三(2-氨基乙基)胺 、 4-氰基苯异氰酸酯 以 氯仿 为溶剂， 反应 3.0h， 以90%的产率得到1-[2-[Bis[2-[(4-cyanophenyl)carbamoylamino]ethyl]amino]ethyl]-3-(4-cyanophenyl)urea
  参考文献：
  名称：

  Seven-coordinate anion complex with a tren-based urea: Binding discrepancy of hydrogen sulfate in solid and solution states

  摘要：

  硫酸氢盐与特仑基尿素复合物的结构表征表明，阴离子与来自三个受体的六个 NH⋯O 键（dN⋯O = 2.857 (3) 至 3.092 (3) Å）和一个 OH⋯O 键（dO⋯O = 2.57 (2) Å）配位；然而，在溶液中，阴离子被结合在一个受体的假腔内。

  DOI：

  10.1039/c1ob05052d

文献信息

• Seven-coordinate anion complex with a tren-based urea: Binding discrepancy of hydrogen sulfate in solid and solution states
  作者：Avijit Pramanik、Bethtrice Thompson、Trina Hayes、Kimberly Tucker、Douglas R. Powell、Peter V. Bonnesen、Erick D. Ellis、Ken S. Lee、Hongtao Yu、Md. Alamgir Hossain

  DOI：10.1039/c1ob05052d

  日期：——

  Structural characterization of a hydrogen sulfate complex with a tren-based urea suggests that the anion is coordinated with six NH⋯O bonds (dN⋯O = 2.857 (3) to 3.092 (3) Å) and one OH⋯O bond (dO⋯O = 2.57 (2) Å) from three receptors; however, in solution the anion is bound within the pseudo-cavity of one receptor.

  硫酸氢盐与特仑基尿素复合物的结构表征表明，阴离子与来自三个受体的六个 NH⋯O 键（dN⋯O = 2.857 (3) 至 3.092 (3) Å）和一个 OH⋯O 键（dO⋯O = 2.57 (2) Å）配位；然而，在溶液中，阴离子被结合在一个受体的假腔内。
• Spectroscopic, Structural, and Theoretical Studies of Halide Complexes with a Urea-Based Tripodal Receptor
  作者：Avijit Pramanik、Douglas R. Powell、Bryan M. Wong、Md. Alamgir Hossain

  DOI：10.1021/ic202747q

  日期：2012.4.2

  A urea-based tripodal receptor L substituted with p-cyanophenyl groups has been studied for halide anions using H-1 NMR spectroscopy, density functional theory (DFT) calculations, and X-ray crystallography. The H-1 NMR titration studies suggest that the receptor forms a 1:1 complex with an anion, showing a binding trend in the order of fluoride > chloride > bromide > iodide. The interaction of a fluoride anion with the receptor was further confirmed by 2D NOESY and F-19 NMR spectroscopy in DMSO-d(6). DFT calculations indicate that the internal halide anion is held by six NH center dot center dot center dot X interactions with L, showing the highest binding energy for the fluoride complex. Structural characterization of the chloride, bromide, and silicon hexafluoride complexes of [LH+] reveals that the anion is externally located via hydrogen bonding interactions. For the bromide or chloride complex, two anions are bridged with two receptors to form a centrosymmetric dimer, while for the silicon hexafluoride complex, the anion is located within a cage formed by six ligands and two water molecules.