tris(1-benzimidazolylethyl)amine | 489453-97-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: tris(1-benzimidazolylethyl)amine
• 英文别名: nteb；2-(benzimidazol-1-yl)-N,N-bis[2-(benzimidazol-1-yl)ethyl]ethanamine
• CAS: 489453-97-6
• 化学式: C₂₇H₂₇N₇
• 分子量: 449.558
• InChiKey: YLUONVSBBILRSF-UHFFFAOYSA-N

物化性质

• 沸点：
  698.3±65.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  56.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tris(1-benzimidazolylethyl)amine 、 silver trifluoroacetate 以 甲醇 、 乙醇 、 乙腈 为溶剂， 以82%的产率得到[Ag2(tris(1-benzimidazolylethyl)amine)2](CF3CO2)2*2H2O
  参考文献：
  名称：

  Formation of Racemate and Mesocate Complexes from an Achiral Tripodal Ligand Containing Three Benzimidazole Groups

  摘要：

  Two complexes of the achiral tripodal ligand tris(1-benzimidazolylethyl)amine (nteb), viz., [Mn(nteb)(2)(H2O)(2)](ClO4)(2).CH3-OH, 1, and [Ag-2(nteb)(2))(CF3CO2)](2).2H(2)O, 2, have been synthesized and characterized by IR, H-1 NMR, and EPR spectroscopy (1), electrospray mass spectrometry, thermogravimetric analysis, and X-ray crystallography. Compound 1 contains chiral complex cations due to the same handedness of two nteb ligands (deltadelta or lambdalambda) but crystallizes as a racemate, while 2 contains a dinuclear mesocate because of the opposite handedness (deltalambda) of two nteb ligands. Crystal data for 1: space group P (1) over bar with a = 9.471(4) Angstrom, b 16.884(7) Angstrom, c = 19.906(8) Angstrom, alpha = 77.930(7)degrees, = 88.063(7)degrees, gamma = 89.706(7)degrees, V = 3111(2) Angstrom(3), and Z = 2. Crystal data for 2: space group P (1) over bar with a = 9.3390(12) Angstrom, b = 10.2168(13) Angstrom, c = 16.382(2) Angstrom, alpha = 75.721(3)degrees, beta = 87.857(3)degrees, gamma = 71.738(3)degrees, V = 1437.2(3) Angstrom(3), and Z = 1. In 1, water serves as an auxiliary ligand, connected to one imidazole N atom of each nteb ligand through a H-bridge; the cationic complexes are associated intermolecularly via pi...pi interactions. In contrast to 1, the coordination to the Ag+ ions in 2 occurs in a heterochiral manner and produces a dinuclear mesocate.

  DOI：

  10.1021/ic025934y
• 作为产物：
  描述：

  苯并咪唑 、 三(2-氯乙基)胺盐酸盐 在 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 以52%的产率得到tris(1-benzimidazolylethyl)amine
  参考文献：
  名称：

  Benzimidazole functionalized tripodal receptor for selective recognition of iodide

  摘要：

  A novel tripodal fluorescent receptor with benzimidazole motifs as signaling unit is reported. The receptor can selectively bind iodide anion with drastic change in its fluorescence and UV/Vis spectra, while addition of other anions (F-, Cl-, Br-, H2PO4-, SO42-, CH3COO-, NO3- and CN-) does not show any significant change. The formation of receptor-iodide hydrogen bonded complex is proved by NMR titration of the receptor in the presence of iodide anion. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.120

文献信息

• A retrievable fluorescence “TURN ON” sensor for sulfide anions
  作者：Chirantan Kar、Gopal Das

  DOI：10.1016/j.jphotochem.2012.10.024

  日期：2013.1

  A benzimidazole based tripodal fluorescence derivative (L-1) is synthesized and characterized. Combining L-1 with Cu2+ shows excellent selectivity toward sulfide anions. The binding stoichiometry of L-1 with Cu2+ is established by jobs plot analysis and mass spectral evidence and the binding mode is established by synthesis of a control compound L-2. The initial fluorescence of L-1 is lost on complexation with Cu2+ and is regained in presence of sulfide. The "OFF-ON" behavior of L-1 is studied by Fluorescence, UV/vis and mass spectroscopic methods. (C) 2012 Elsevier B.V. All rights reserved.