6,6'-((1E,1'E)-(propane-1,3-diylbis(azanylylidene))bis(methanylylidene))bis(2-methoxyphenol)

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 6,6'-((1E,1'E)-(propane-1,3-diylbis(azanylylidene))bis(methanylylidene))bis(2-methoxyphenol)
• 英文别名: 6,6'-{(1E,1'E)-[propane-1,3-diylbis(azanylylidene)]bis(methanylylidene)}bis(2-methoxyphenol)；6,6'-((1E,1'E)-(propane-1,3-diylbis(azanylidene))bis(methanylidene))bis(2-methoxyphenol)；2,2'-{propane-1,3-diylbis[nitrilo-(E)-methylylidene]}bis(6-methoxyphenol)；2,2'-{propane-1,3-diylbis[nitrilo(E)methylylidene]}bis(6-methoxyphenol)；N,N'-bis(3-methoxysalicylidene)-1,3-diaminopropane；N,N′-bis(3-methoxysalicylidenimino-1,3-diaminopropane)
• 化学式: C₁₉H₂₂N₂O₄
• 分子量: 342.395
• InChiKey: AMFPWWBMBWSHLQ-ZIOPAAQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  25.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  83.64
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  6,6'-((1E,1'E)-(propane-1,3-diylbis(azanylylidene))bis(methanylylidene))bis(2-methoxyphenol) 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以80%的产率得到2,2'-[propane-1,3-diylbis(iminomethylene)]bis(6-methoxyphenol)
  参考文献：
  名称：

  Salen, reduced salen and N-alkylated salen type compounds: Spectral characterization, theoretical investigation and biological studies

  摘要：

  Salen [2,2'-{propane-1,3-diylbis[nitrilo(E)methylylidene]}bis(6-methoxyphenol)], reduced salen [(2,2'-[propane-1,3-diylbis(iminomethylene))]bis(6-methoxyphenol)] and N-alkylated salen [diethyl-2,2'-(propane-1,3-diylbis((2-hydroxy-3-methoxybenzyl) azanediyl))diacetate] compounds have been synthesized and characterized by IR, H-1 NMR, C-13 NMR and UV-vis. spectroscopy. Molecular geometry of the title compounds in the ground state has been optimized by density functional method (B3LYP) with 6-31G basis set. Vibrational frequencies of the compounds were computed and compared with the experimental values. Tautomeric stability study of salen inferred that the enolimine form is more stable than its keto-enamine form in gas phase. The spectral behavior of salen in polar and nonpolar solvents was examined demonstrate the positive solvatochromism. The synthesized compounds have been studied with respect to their binding to calf thymus DNA showed that there were interactions between the compounds and DNA through a groove binding mode. Furthermore, the DNA cleavage activity of the compounds has been investigated by gel electrophoresis. The antioxidant properties of compounds were evaluated by DPPH method. The N-alkylated compound has a higher DPPH free radical scavenging activity. The antimicrobial activity was investigated on various gram positive and gram negative bacteria. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.11.100
• 作为产物：
  描述：

  邻香草醛 、 1,3-丙二胺 以 乙醇 为溶剂， 反应 2.0h， 生成 6,6'-((1E,1'E)-(propane-1,3-diylbis(azanylylidene))bis(methanylylidene))bis(2-methoxyphenol)
  参考文献：
  名称：

  The Crystal Structures of [N,N’-Bis(3-methoxysalicylidene)-1,3- diaminopropane]nickel(II) and -copper(II)

  摘要：

  [N,N′’-双(3-甲氧基水杨醛亚胺)-1,3-二氨基丙烷]二水合物镍(II) [Ni(C₁₉H₂₀N₂O₄)· 2(H₂O)] 1 和[N,N′-双(3-甲氧基水杨醛亚胺)-1,4-二氨基丁烷]铜(II) [Cu(C₂₀H₂₂N₂O₄)] 2 已合成并确定了它们的晶体结构。化合物1的晶体为正交晶系，空间群Pnma，a = 7.509(3) Å，b = 22.070(7) Å，c = 11.532(4) Å，V = 1611.1(12) ų，Z = 4，D_c = 1.498 g·cm⁻³。分子1具有镜像对称性，但配体不是平面的。Schiff碱基的两部分折叠形成21.6(1)°的角度。镍原子处于扭曲的八面体几何构型，并由水平面的配体供体原子和两个水分子配位。化合物2的晶体为单斜晶系，空间群P2₁/c，a = 9.488(1) Å，b = 21.918(3) Å，c = 8.413(1) Å，β = 91.45(1)°，V = 1749.0(4) ų，Z = 4，D_c = 1.587 g·cm⁻³。铜原子由偏平面几何构型中的亚胺-酚配体的N₂O₂供体集合配位，两个酚氧原子被去质子化。Cu-O 键长为1.854(3) Å和1.868(3) Å。Cu-N 键长为1.931(3) Å和1.950(3) Å，两个3-甲氧基水杨醛亚胺基团之间的二面角为43.4(1)°。

  DOI：

  10.1515/znb-2004-0216

文献信息

• Heterobinuclear Zn–Ln and Ni–Ln Complexes with Schiff‐Base and Carbacylamidophosphate Ligands: Synthesis, Crystal Structures, and Catalytic Activity
  作者：Oleksiy V. Amirkhanov、Olesia V. Moroz、Kateryna O. Znovjyak、Tetiana Yu. Sliva、Larysa V. Penkova、Tetyana Yushchenko、Lukasz Szyrwiel、Irina S. Konovalova、Viktoriya V. Dyakonenko、Oleg V. Shishkin、Vladimir M. Amirkhanov

  DOI：10.1002/ejic.201402224

  日期：2014.8

  reaction of Salen-like ZnII and NiII precursors with carbacylamidophosphate lanthanide moieties yields six new types of 3d–4f compounds. The complexes were characterized by means of 1H, 31P NMR and IR spectroscopy, elemental analysis, ESI mass spectrometry, and X-ray diffraction analysis. Depending on the Schiff base ligands, the NiII ion adopts either a square-planar or an octahedral geometry, whereas

  Salen 样 ZnII 和 NiII 前体与碳酰氨基磷酸镧系元素的反应产生了六种新型 3d-4f 化合物。通过 1H、31P NMR 和 IR 光谱、元素分析、ESI 质谱和 X 射线衍射分析对配合物进行了表征。取决于席夫碱配体，NiII 离子采用方形平面或八面体几何形状，而 ZnII 离子具有四方锥体几何形状。镧系元素的配位数为九或十。研究了一些异双金属 Zn-Ln 和 Ni-Ln 配位化合物在 2-（羟丙基）-对硝基苯基磷酸酯的分子内水解降解反应中的水解活性。
• The Crystal Structures of [N,N’-Bis(3-methoxysalicylidene)-1,3- diaminopropane]nickel(II) and -copper(II)
  作者：Ayhan Elmali、Celal T Zeyrek、Yalcin Elerman

  DOI：10.1515/znb-2004-0216

  日期：2004.2.1

  [N,N′’-Bis(3-methoxysalicylidene)-1,3-diaminopropane]nickel(II) dihydrate [Ni(C₁₉H₂₀N₂O₄)· 2(H₂O)] 1 and [N,N′-bis(3-methoxysalicylidene)-1,4-diaminobutane]copper(II) [Cu(C₂₀H₂₂N₂O₄)] 2 have been synthesized and their crystal structures determined. Crystals of compound 1 are orthorhombic, space group Pnma, a = 7.509(3), b = 22.070(7), c = 11.532(4) Å, V = 1611.1(12) ų, Z = 4 and D_c = 1.498 g·cm⁻³. The molecule 1 has mirror symmetry, but the ligand is not planar. The two parts of the Schiff base moieties are folded so as to form an angle of 21.6(1)°. The Ni atom is in a distorted octahedral geometry and coordinated by the donor atoms of the ligand in the horizontal plane and of two water molecules. Crystals of compound 2 are monoclinic, space group P2₁/c, a = 9.488(1), b = 21.918(3), c = 8.413(1) Å, β = 91.45(1)°, V = 1749.0(4) ų, Z = 4 and D_c = 1.587 g·cm⁻³. The Cu atom is coordinated by an N₂O₂ donor set from the imine-phenol ligand in a distorted planar geometry, with the two phenolate O atoms deprotonated. The Cu-O bond lengths are 1.854(3) and 1.868(3)Å . The Cu-N bond lengths are 1.931(3) and 1.950(3) Å, the dihedral angle between the two 3-methoxysalicylidene groups is 43.4(1)°.

  [N,N′’-双(3-甲氧基水杨醛亚胺)-1,3-二氨基丙烷]二水合物镍(II) [Ni(C₁₉H₂₀N₂O₄)· 2(H₂O)] 1 和[N,N′-双(3-甲氧基水杨醛亚胺)-1,4-二氨基丁烷]铜(II) [Cu(C₂₀H₂₂N₂O₄)] 2 已合成并确定了它们的晶体结构。化合物1的晶体为正交晶系，空间群Pnma，a = 7.509(3) Å，b = 22.070(7) Å，c = 11.532(4) Å，V = 1611.1(12) ų，Z = 4，D_c = 1.498 g·cm⁻³。分子1具有镜像对称性，但配体不是平面的。Schiff碱基的两部分折叠形成21.6(1)°的角度。镍原子处于扭曲的八面体几何构型，并由水平面的配体供体原子和两个水分子配位。化合物2的晶体为单斜晶系，空间群P2₁/c，a = 9.488(1) Å，b = 21.918(3) Å，c = 8.413(1) Å，β = 91.45(1)°，V = 1749.0(4) ų，Z = 4，D_c = 1.587 g·cm⁻³。铜原子由偏平面几何构型中的亚胺-酚配体的N₂O₂供体集合配位，两个酚氧原子被去质子化。Cu-O 键长为1.854(3) Å和1.868(3) Å。Cu-N 键长为1.931(3) Å和1.950(3) Å，两个3-甲氧基水杨醛亚胺基团之间的二面角为43.4(1)°。
• Synthesis, characterization and magnetic studies for a series of compounds having a trinuclear bimetallic Cu2(II)/Ln(III) system
  作者：Tehseen Fatima、Imtiaz-ud-Din、Muhammad Khawar Rauf、Muhammad Sabieh Anwar、Ahmad Raheel、Muhammad Nawaz Tahir、Muhammad Ashfaq

  DOI：10.1016/j.poly.2020.114605

  日期：2020.8

  O, where L (H2L) = Schiff base ligand and Ln = La (1), Nd (2), Sm (3), Gd (4), Tb (5) and Er (6), have been synthesized from the hexadentate ligand (2,2′-propane-1,3-diylbis[nitrilo(E)methylylidene]}bis(6-methoxyphenol)). The synthesized compounds were characterized by FT-IR and UV–visible spectroscopy, and thermogravimetric analysis. The X-ray structure for 3 completely describes the coordination

  摘要具有通式[LnCu2（Cl）2（L）2（H2O）2] Cl·H2O的新型三核配合物，其中L（H2L）= Schiff碱配体，Ln = La（1），Nd（2），Sm （3），Gd（4），Tb（5）和Er（6）由六齿配体（2,2'-丙烷-1,3-二基双[腈（E）甲基亚甲基]} bis（ 6-甲氧基苯酚））。通过FT-IR和紫外可见光谱以及热重分析对合成的化合物进行表征。3的X射线结构完整描述了每个金属香炉周围的配合行为以及几何形状。最初通过振动样品磁强计测量合成的三核双金属配合物的磁化强度，并特别参考针对Cu2IILaIII（1），Cu2IINdIII（2），Cu2IISmIII（3），Cu2IIGdIII（4），随温度变化的磁化率测量，Cu2IITbIII（5）和Cu2IIErIII（6）来评估它们的固有磁行为。确定存在于配合物中的铜和镧系离子之间的相互作用，以评估其磁强度。从磁化率数
• Six new dinuclear Schiff base complexes of Cu(II)/Ln(III) system: Synthesis, characterization and magnetic studies
  作者：Tehseen Fatima、Imtiaz-ud-Din、Ali Akbar、Muhammad Sabieh Anwar、Muhammad Nawaz Tahir

  DOI：10.1016/j.molstruc.2019.02.037

  日期：2019.5

  complexes having general formula, [M1(NO3)(valpn)M2(NO3)2(H2O)2]·H2O where M1 = Cu(1–6) and M2 = La(1), Nd(2), Sm(3), Gd(4), Tb(5) and Er(6), have been synthesized from the bifunctional ligand (H2valpn = 2,2'-propane-1,3-diylbis[nitrilo(E)methylylidene]}bis(6-methoxyphenol)). The X-ray structure for (2), bis(μ2-2,2'-(Propane-1,3-diylbis(nitrilomethylylidene))bis(6-methoxyphenolato)-(nitrate)-bis(ni

  摘要 一系列具有通式的双核配合物，[M1(NO3)(valpn)M2(NO3)2(H2O)2]·H2O 其中 M1 = Cu(1-6) 和 M2 = La(1), Nd(2 )、Sm(3)、Gd(4)、Tb(5) 和 Er(6)，已由双功能配体合成 (H2valpn = 2,2'-propane-1,3-diylbis[nitrilo(E)亚甲基]}双（6-甲氧基苯酚））。(2), bis(μ2-2,2'-(Propane-1,3-diylbis(nitrilomethylylidene))bis(6-methoxyphenolato)-(nitrate)-bis(nitrato)-diaqua-copper的X射线结构(II)-钕(III)水合物，完整地描述了每个金属中心周围的配位行为以及化合物的几何形状。合成的双金属配合物的磁化强度通过振动样品磁力测定法进行评估，特别是温度依赖性磁化率CuIILaIII
• Tripathi, Namrata; Shalini; Sharma, Polish Journal of Chemistry, 2008, vol. 82, # 3, p. 523 - 535
  作者：Tripathi, Namrata、Shalini、Sharma

  DOI：——

  日期：——