N,N’,N’’-(nitrilotri-2,1-ethanediyl)tris-(N’-3-nitrophenyl-urea) | 1354729-95-5

• 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: N,N’,N’’-(nitrilotri-2,1-ethanediyl)tris-(N’-3-nitrophenyl-urea)
• 英文别名: 1-[2-[Bis[2-[(3-nitrophenyl)carbamoylamino]ethyl]amino]ethyl]-3-(3-nitrophenyl)urea；1-[2-[bis[2-[(3-nitrophenyl)carbamoylamino]ethyl]amino]ethyl]-3-(3-nitrophenyl)urea
• CAS: 1354729-95-5
• 化学式: C₂₇H₃₀N₁₀O₉
• 分子量: 638.597
• InChiKey: RWKQEYBLCNMFLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  46
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  264
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N,N’,N’’-(nitrilotri-2,1-ethanediyl)tris-(N’-3-nitrophenyl-urea) 在 palladium 10% on activated carbon 、 一水合肼 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以85%的产率得到N,N’,N’’-(nitrilotri-2,1-ethanediyl)tris-(N’-3-aminophenylurea)
  参考文献：
  名称：

  二茂铁基官能化的三脚架六边形受体逐步包裹硫酸盐离子

  摘要：

  设计并合成了三种具有邻-（L 2），间-（L 3）和对亚苯撑（L 4）桥的二茂铁基官能化的三脚架六脲阴离子受体，它们显示出对硫酸根离子的强结合亲和力。尤其是，间亚苯基桥接的配体L 3由于具有三角双锥体结构，可以在其“内部”和“外部”三脚架裂隙中分别包封两个SO 4 2-离子，这得到了它们明显不同的NMR共振的支持。通过分子建模。邻位硫酸盐配合物-配体大号2，（TBA）2 [SO 4 ⊂大号2 ] ⋅ 2小时2 O（1），显示一个笼四面体结构封装有硫酸根离子即氢通过配体的六个脲基团键合的大号2。CV研究表明，二茂铁/二茂铁氧化还原对基于阴离子键的两种电化学反应，即波的移动和新峰的出现。从NMR和CV滴定获得定量的结合数据。

  DOI：

  10.1002/chem.201300275
• 作为产物：
  描述：

  三(2-氨基乙基)胺 、 3-硝基苯异氢酸酯 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.0h， 以96%的产率得到N,N’,N’’-(nitrilotri-2,1-ethanediyl)tris-(N’-3-nitrophenyl-urea)
  参考文献：
  名称：

  二茂铁基官能化的三脚架六边形受体逐步包裹硫酸盐离子

  摘要：

  设计并合成了三种具有邻-（L 2），间-（L 3）和对亚苯撑（L 4）桥的二茂铁基官能化的三脚架六脲阴离子受体，它们显示出对硫酸根离子的强结合亲和力。尤其是，间亚苯基桥接的配体L 3由于具有三角双锥体结构，可以在其“内部”和“外部”三脚架裂隙中分别包封两个SO 4 2-离子，这得到了它们明显不同的NMR共振的支持。通过分子建模。邻位硫酸盐配合物-配体大号2，（TBA）2 [SO 4 ⊂大号2 ] ⋅ 2小时2 O（1），显示一个笼四面体结构封装有硫酸根离子即氢通过配体的六个脲基团键合的大号2。CV研究表明，二茂铁/二茂铁氧化还原对基于阴离子键的两种电化学反应，即波的移动和新峰的出现。从NMR和CV滴定获得定量的结合数据。

  DOI：

  10.1002/chem.201300275

文献信息

• Oxyanion-Encapsulated Caged Supramolecular Frameworks of a Tris(urea) Receptor: Evidence of Hydroxide- and Fluoride-Ion-Induced Fixation of Atmospheric CO₂ as a Trapped CO₃^2– Anion
  作者：Sandeep Kumar Dey、Romen Chutia、Gopal Das

  DOI：10.1021/ic2020379

  日期：2012.2.6

  A tris(2-aminoethyl)amine-based tris(urea) receptor, L, with electron-withdrawing m-nitrophenyl terminals has been established as a potential system that can efficiently capture and fix atmospheric CO2 as air-stable crystals of a CO32--encapsulated molecular capsule (complex 1), triggered by the presence of n-tetrabutylammonium hydroxide/fluoride in a dimethyl sulfoxide solution of L. Additionally, L in the presence of excess HSO4- has been found to encapsulate a divalent sulfate anion (SO42-) within a dimeric capsular assembly of the receptor (complex 2) via hydrogen-bonding-activated proton transfer between the free and bound HSO4- anions. Crystallographic results show proof of oxyanion encapsulation within the centrosymmetric cage of L via multiple N-H center dot center dot center dot O hydrogen bonds to the six urea functions of two inversion-symmetric molecules. The solution-state binding and encapsulation of oxyanions by N-H center dot center dot center dot O hydrogen bonding has also been confirmed by quantitative H-1 NMR titration experiments, 2D NOESY NMR experiments, and Fourier transform IR analyses of the isolated crystals of the complexes that show huge spectral changes relative to the free receptor.
• Positional Isomeric Effect in Nitrophenyl Functionalized Tripodal Urea Receptors toward Binding and Encapsulation of Anions
  作者：Romen Chutia、Sandeep Kumar Dey、Gopal Das

  DOI：10.1021/cg3015749

  日期：2013.2.6

  A set of three positional isomers of nitro-phenyl functionalized tris(urea) scaffold has been extensively studied as the anion coordinating host. The para-isomer, L-1, has been structurally authenticated to self-assemble into a dimeric (pseudo)molecular capsule in the presence of oxoanions of varied dimensionality (carbonate and terephthalate anions). Whereas the meta-isomer, L-2, has been found to self-assemble into a dimeric molecular capsule in presence of inorganic oxoanions such as hydrogen phosphate and adopts a flat trigonal planar like geometry in the presence of the terephthalate anion where each receptor side arm is in interaction with a carboxylate group of the anion. However, successful crystallization of the ortho-isomer, L-3, in the presence of different oxoanions was not fruitful presumably due to the steric effect provided by the nitro group at the ortho-position, which hinders the facile inclusion and coordination of an anion due to electrostatic factor, as confirmed by 2D NOESY NMR analysis of the free receptor. Qualitative and quantitative H-1 NMR experimental results showed that the ortho-isomer binds with oxoanions rather feebly as reflected from the apparent binding constant values of HCO3- and H2PO42- as compared to the meta- and para-isomers which can coordinate to these anions very strongly via encapsulation, as confirmed by 2D NOESY NMR analysis.