2,2',2"-nitrilotris-(N-phenylmethyl)-acetamide | 17612-75-8

• 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: 2,2',2"-nitrilotris-(N-phenylmethyl)-acetamide
• 英文别名: 2,2',2''-nitrilotris-(N-phenylmethyl)-acetamide；2,2',2''-nitrilotris-(N-phenylmethyl)acetamide；2,2'2''-nitrilotris-(N-phenylmethyl)-acetamide；2,2',2''-nitrilotris(N-phenylmethyl)acetamide；2,2',2'-nitrilotris (N-benzyl acetamide)；2,2',2''-nitrilotris(N-benzylacetamide)；N-benzyl-2-[bis[2-(benzylamino)-2-oxoethyl]amino]acetamide
• CAS: 17612-75-8
• 化学式: C₂₇H₃₀N₄O₃
• 分子量: 458.56
• InChiKey: OLGFIWAKFOCFFE-UHFFFAOYSA-N

物化性质

• 熔点：
  145-146 °C(Solv: acetone (67-64-1))
• 沸点：
  800.3±65.0 °C(Predicted)
• 密度：
  1.193±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  34
• 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：
  90.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2',2"-nitrilotris-(N-phenylmethyl)-acetamide 、 四丁基硫酸氢铵 以 氘代二甲亚砜 为溶剂， 生成
  参考文献：
  名称：

  用于选择性阴离子识别的基于酰胺的三足受体

  摘要：

  为了提高效率和减少废物产生；微波提供了一种温和的方法，可以在没有偶联试剂和溶剂的情况下，直接从未活化的羧酸和胺制备酰胺基中性三足受体，收率高，时间短。初步的 1H NMR 滴定实验表明，三脚架受体 1 和 2 可以通过 1:1 的结合化学计量比其他阴离子（PF6-、ClO4-、HSO4- 和 Br-）优先识别 H2PO4- 和 C6H5CO2-。三足受体 2 与三足受体 1 相比，对所有检查的阴离子显示出更高的结合。

  DOI：

  10.1007/s10847-009-9731-6
• 作为产物：
  描述：

  次氮基三乙酸 、 苄胺 反应 0.75h， 以94%的产率得到2,2',2"-nitrilotris-(N-phenylmethyl)-acetamide
  参考文献：
  名称：

  次氮基三乙酸微波辐照无溶剂合成次氮基三乙酰胺和二酮哌嗪类化合物及其抗菌活性

  摘要：

  摘要 描述了使用微波辐射和经典加热从次氮基三乙酸 (NTA) 高效合成二氧代哌嗪-二酮哌嗪 (DKPs)- 和酰胺。所有化合物均使用 1H NMR、13C NMR 和元素分析进行​​表征。还研究了这些化合物的抗菌作用。所有测试的化合物都显示出中等的抗微生物活性。

  DOI：

  10.1080/00397910701572795

文献信息

• Lanthanide complexes assembled from two flexible amide-type tripodal ligands: terminal groups effect on photoluminescence behavior
  作者：Qin Wang、Kuanzhen Tang、Xiaojie Jin、Xiaoguang Huang、Weisheng Liu、Xiaojun Yao、Yu Tang

  DOI：10.1039/c2dt11761d

  日期：——

  To explore the effect of terminal groups of tripodal ligands on the photoluminescence behaviors of the complexes, lanthanide (Eu(III), Tb(III)) nitrate complexes with two flexible amide-type tripodal ligands, 2,2′,2′′-nitrilotris-(N-phenylmethyl)-acetamide (LI) and 2,2′,2′′-nitrilotris-(N-naphthalenemethyl)-acetamide (LII) were synthesized and characterized. The general formulas of the complexes are [EuLI2(C3H6O)]·(NO3)3·(HCCl3)·(H2O)4 (1), TbLI2(NO3)3·2H2O (2), EuLII(NO3)3 (3), and TbLII(NO3)3 (4). Among them, 1, 3, and 4 were characterized by single-crystal X-ray diffraction. Complex 1 demonstrates a 1 : 2 (ML2) capsule type stoichiometry, and the complexes 3 and 4 confirm 1 : 1 (ML) type coordination structures. What is more, the triplet energy levels of LI and LII are 24 331 and 19 802 cm−1, which were determined from the phosphorescence spectra of the Gd(III) complexes. Ligand modification by changing the terminal groups alters their triplet energy, and results in a different sensitizing ability towards lanthanide ions. The density functional theory (DFT) calculations of energy levels including HOMO, LUMO, singlet, and triplet energies tuned by the different terminal groups are also discussed in detail, and the trends are almost consistent with the experimental conclusions.

  为了探索三足配体的末端基团对配合物光致发光行为的影响，研究了具有两种柔性酰胺型三足配体的硝酸镧（Eu(III)、Tb(III)）配合物、2,2′,2′′-nitrilotris-(N-phenylmethyl)-acetamide (LI) 和 2,2′,2′′-nitrilotris-(N-naphthalenemethyl)-acetamide (LII) 复合物的合成和表征。这些配合物的通式分别为[EuLI2(C3H6O)]-(NO3)3-(HCCl3)-(H2O)4 (1)、TbLI2( )3-2 (2)、EuLII( )3 (3)和 TbLII( )3 (4)。其中，1、3 和 4 通过单晶 X 射线衍射进行了表征。络合物 1 显示了 1 : 2 (ML2) 胶囊型配位结构，络合物 3 和 4 则证实了 1 ：1（ML）型配位结构。此外，根据钆（III）配合物的磷光光谱测定，LI 和 LII 的三重能级分别为 24 331 和 19 802 cm-1。通过改变末端基团对配体进行修饰会改变它们的三重能级，从而对镧系离子产生不同的敏化能力。此外，还详细讨论了密度泛函理论（DFT）计算的能级，包括由不同末端基团调整的 HOMO、LUMO、单线能和三重能，其趋势与实验结论基本一致。
• Four-, six- and eight-coordinated lead(II) complexes with amine- or amide-type tripodal ligands
  作者：Donghyun Kang、Jai Young Lee、Ji-Eun Lee、So Young Lee、Kyu Seong Choi、Shim Sung Lee

  DOI：10.1016/j.inoche.2007.06.012

  日期：2007.9

  Three novel lead(II) complexes, [Pb(L-1)](ClO4)(2) (1) (L-1 = tris(2-benzylaminoethyl)amine), [Pb(L-2)(2)](ClO4)(2) (2) (L-2 = tris(4-phenyl-3-aza-2-oxobutyl)amine) and [Pb-2(L-3)(2)](ClO4)(4) (3) (L-3 = tris[3-aza-2-oxo-4-(2-pyridyl)butyl]amine) were synthesized and structurally characterized. All three complexes show different stoichiometries as well as coordination numbers of four in 1, eight in 2 and six in 3, respectively. Complex 1 displays a typical tripodal-type 1:1 (M:L) structure and 2 shows a sandwich-type 1:2 structure. The octa-dentate lead(II) ion in 2 is at the center of a dicapped trigonal prism. Complex 3 is revealed as a unique dinuclear 2:2 complex, in which two hexa-dentate lead(II) ions are linked by two carbonyl mu-O atoms forming a Pb-2(mu-O)(2) parallelogram-type moiety. (c) 2007 Elsevier B.V. All rights reserved.
• Synthesis and luminescent properties of the lanthanide isothiocyanate complexes with an amide-type tripodal ligand
  作者：Kuan-Zhen Tang、Ya-Fei Li、Yu Tang、Wei-Sheng Liu、Ning Tang、Min-Yu Tan

  DOI：10.1016/j.saa.2006.08.044

  日期：2007.7

  Solid complexes of lanthanide isothiocyanates with an amide-type tripodal ligand, 2,2',2 ''-nitrilotris-(N-phenylmethyl)-acetamide (L) have been synthesized and characterized by elemental analysis, infrared spectra and molar conductivity measurements. At the same time, the luminescent properties of the Sm(III), Eu(III), Tb(III), Dy(III) isothiocyanate complexes in solid state and the Tb(III) complex in solvents were also investigated. (c) 2006 Elsevier B.V. All rights reserved.
• Crystal structures and luminescent properties of the lanthanide picrate complexes with an amide-type tripodal ligand
  作者：Yu Tang、Kuan-Zhen Tang、Jian Zhang、Cheng-Yong Su、Wei-Sheng Liu、Min-Yu Tan

  DOI：10.1016/j.inoche.2005.07.024

  日期：2005.11

  Solid complexes of lanthanide picrates with a new amide type tripodal ligand, 2,2',2"-nitrilotris-(N-phenylmethyl)-acetamide (L) have been prepared. The X-ray single-crystal diffraction analysis indicates that the ML2 type complexes [PrL2(Pic)]Pic)(2) and [NdL2(Pic)])Pic)(2) are isomorphous. And the ML2 complex units are hydrogen bonded to give infinite one-dimensional zigzag supra-molecular chains which are further linked by the interchain hydrogen bonds and pi-pi interactions of the picrate groups to form two-dimensional layer. The luminescent property of the Eu (III) complex is described. (c) 2005 Elsevier B.V. All rights reserved.