N,N',N''-tris(8-quinolyl)tris(2-aminoethyl)amine | 1137110-31-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N,N',N''-tris(8-quinolyl)tris(2-aminoethyl)amine
• 英文别名: N-quinolin-8-yl-N',N'-bis[2-(quinolin-8-ylamino)ethyl]ethane-1,2-diamine
• CAS: 1137110-31-6
• 化学式: C₃₃H₃₃N₇
• 分子量: 527.672
• InChiKey: PXSRAFKOMPRRIF-UHFFFAOYSA-N

物化性质

• 熔点：
  126 °C
• 沸点：
  803.9±65.0 °C(predicted)
• 密度：
  1.292±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  40
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  78
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N,N',N''-tris(8-quinolyl)tris(2-aminoethyl)amine 在 sodium phosphate 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  An efficient phosphate sensor: tripodal quinoline excimer transduction

  摘要：

  A novel quinoline based tripodal receptor that shows intermolecular excimer emission has been designed and synthesized. The excimer emission has been used to confirm the selective recognition of phosphate ion. It combines three different types of N-donor with the elegant fluorescent signaling properties. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.049
• 作为产物：
  描述：

  8-羟基喹啉 、 三(2-氨基乙基)胺 在 sodium disulfite 作用下， 以 水 为溶剂， 反应 240.0h， 以45%的产率得到N,N',N''-tris(8-quinolyl)tris(2-aminoethyl)amine
  参考文献：
  名称：

  An efficient phosphate sensor: tripodal quinoline excimer transduction

  摘要：

  A novel quinoline based tripodal receptor that shows intermolecular excimer emission has been designed and synthesized. The excimer emission has been used to confirm the selective recognition of phosphate ion. It combines three different types of N-donor with the elegant fluorescent signaling properties. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.049

文献信息

• The synthesis and coordination chemistry of a tris-8-aminoquinoline tripodal ligand
  作者：Angelo J. Amoroso、Peter G. Edwards、Sian T. Howard、Benson M. Kariuki、James C. Knight、Liling Ooi、K. M. Abdul Malik、Lisa Stratford、A.-R. H. Al-Sudani

  DOI：10.1039/b909122j

  日期：——

  A tripodal tris-8-aminoquinoline ligand was synthesised in high yield via the Bucherer reaction. The septa-dentate ligand was found to give isolable complexes when coordinated with transition metals. Complexes of zinc(II), cadmium(II) and cobalt(III) were isolated and their solid state structures were determined by single crystal X-ray diffraction. The solid state structures of these complexes were compared to the solution 1H NMR data which was obtained for each complex. The two first row metals both gave octahedral six coordinate structures, although the two metals were coordinated by a differing donor set of heteroatoms. The cadmium complex was found to contain a seven coordinate cadmium centre in the solid state. DFT calculations were carried out in order to give an indication as to why the two different six coordinate binding modes were encountered.

  通过 Bucherer 反应高产率合成了三足三-8-氨基喹啉配体。发现七齿配体与过渡金属配位时可产生可分离的配合物。分离出锌(II)、镉(II)和钴(III)的配合物，并通过单晶X射线衍射测定了它们的固态结构。将这些配合物的固态结构与每个配合物获得的溶液 1H NMR 数据进行比较。前排的两种金属均具有八面体六配位结构，尽管这两种金属由不同的杂原子供体组配位。发现镉配合物在固态下含有七配位镉中心。进行 DFT 计算是为了说明为什么会遇到两种不同的六坐标绑定模式。