N,N'-bis<(3,4-dimethoxybenzo-1-yl)methylidene>ethylenediamine | 906674-63-3

• 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'-bis<(3,4-dimethoxybenzo-1-yl)methylidene>ethylenediamine
• 英文别名: N,N'-bis(3,4-dimethoxybenzaldehyde)ethane-1,2-diamine；N,N'-bis(3,4-dimethoxybenzylidene)ethane-1,2-diamine；N,N'-diveratryliden-ethylenediamine；N,N'-Diveratryliden-aethylendiamin
• CAS: 906674-63-3
• 化学式: C₂₀H₂₄N₂O₄
• 分子量: 356.422
• InChiKey: DTKYRGNIGSLVTA-JFMUQQRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  61.64
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N,N'-bis<(3,4-dimethoxybenzo-1-yl)methylidene>ethylenediamine 在 sodium tetrahydroborate 作用下， 以 乙腈 为溶剂， 以67%的产率得到N,N'-bis(3,4-dimethoxybenzyl)ethylenediamine
  参考文献：
  名称：

  Towards conformationally dependent redox-responsive molecular switches. New polyferrocene bis benzo crown ether receptors

  摘要：

  New polyferrocene bis benzo-15-crown-5 ligands have been prepared and shown to form 1:1 intramolecular sandwich complexes with the potassium cation. Electrochemical investigations reveal that both receptors undergo small anodic perturbations of the respective ferrocene-ferrocenium redox couples in the presence of alkali metal cations.

  DOI：

  10.1016/0022-328x(94)05191-d
• 作为产物：
  描述：

  3,4-二甲氧基苯甲醛 、 乙二胺 以 甲醇 为溶剂， 生成 N,N'-bis<(3,4-dimethoxybenzo-1-yl)methylidene>ethylenediamine
  参考文献：
  名称：

  Synthesis, characterization, and crystal structure of two zinc(II) halide complexes with the symmetrical bidentate Schiff-base ligand (3,4-MeO-ba)2en

  摘要：

  In this study two zinc(II) halide complexes with the Schiff-base ligand (3,4-MeO-ba) 2en [N,N'-bis(3, 4-dimethoxybenzylidene) ethane-1,2-diamine] have been synthesized and characterized by elemental analyses (CHN), single-crystal X-ray diffraction, Fourier-transform infrared (FT-IR), and H-1 nuclear magnetic resonance (NMR) spectroscopy. The metal-to-ligand ratio was found to be 1:1 within the formula ZnX2((3,4-MeO-ba)(2)en) (X = Br, I). Crystal structure analysis reveals that the coordination geometry around the zinc(II) ions in the two isotypic complexes is distorted tetrahedral. The Schiff-base ligand (3,4-MeO-ba)(2)en acts as a chelating ligand and coordinates via two N atoms to the metal center and adopts an (E, E) conformation. The coordination spheres of the metal atoms are completed by the two halide atoms, which are also involved in weak non-classical hydrogen-bonding interactions of the type C-H center dot center dot center dot X-Zn.

  DOI：

  10.1007/s00706-010-0296-2

文献信息

• Thermal behavior study of palladium(II) complexes containing the iminic ligand N,N′-bis(3,4-dimethoxybenzaldehyde) ethane-1,2-diamine
  作者：T. T. Xavier、E. P. de Gois、L. E. Sarto、E. T. de Almeida

  DOI：10.1007/s10973-018-7429-y

  日期：2018.12

  This study describes the synthesis, characterization and thermal behavior study of the Schiff base N,N′-bis(3,4-dimethoxybenzaldehyde)ethane-1,2-diamine (C.1) and four new compounds of palladium(II) N,N-chelate coordination, with the general formula [Pd(X1)(X2)(3,4dm-1,2am)] where 3,4dm-1,2am=N,N′-bis(3,4-dimethoxybenzaldehyde)ethane-1,2-diamine, X1 = X2 = Cl− (C.2), X1 = X2 = Cl− and Br− (C.3), X1 = X2 = N3−

  这项研究描述了席夫碱N，N′-双（3,4-二甲氧基苯甲醛）乙烷-1,2-二胺（C.1）和钯（II）N的四种新化合物的合成，表征和热行为研究，N-螯合物，具有通式[Pd（X 1）（X 2）（3,4dm-1,2am）]，其中3,4dm-1,2am = N， N'-bis （3,4-二甲氧基苯甲醛）乙烷-1,2-二胺，X 1  = X 2  =氯- （C.2）中，X 1  = X 2  =氯-和Br - （C.3）中，X 1  = X 2 = N 3 - （C.4）和X 1  = X 2  = NCO - （C.5）。通过元素分析，红外振动光谱（IR）和核磁共振（NMR）1 H和13 C对化合物进行表征。TG / DTA曲线表明C2 – C.5的热分解络合物发生在涉及去除无机和有机配体的步骤中，钯氧化步骤形成氧化钯（II），然后将PdO还原成Pd（0），这是在反应结束时观察到的残留物质的组成TG
• Funke; Fourneau, Bulletin de la Societe Chimique de France, 1942, vol. <5> 9, p. 806
  作者：Funke、Fourneau

  DOI：——

  日期：——
• Vigorita; Previtera; Ottana, Il Farmaco, 1997, vol. 52, # 1, p. 43 - 48
  作者：Vigorita、Previtera、Ottana、Grillone、Monforte、Monforte、Trovato、Rossitto

  DOI：——

  日期：——
• Towards conformationally dependent redox-responsive molecular switches. New polyferrocene bis benzo crown ether receptors
  作者：Paul D. Beer、Christopher G. Crane、Jonathan P. Danks、Philip A. Gale、Jerome F. McAleer

  DOI：10.1016/0022-328x(94)05191-d

  日期：1995.3

  New polyferrocene bis benzo-15-crown-5 ligands have been prepared and shown to form 1:1 intramolecular sandwich complexes with the potassium cation. Electrochemical investigations reveal that both receptors undergo small anodic perturbations of the respective ferrocene-ferrocenium redox couples in the presence of alkali metal cations.
• Synthesis, characterization, and crystal structure of two zinc(II) halide complexes with the symmetrical bidentate Schiff-base ligand (3,4-MeO-ba)2en
  作者：Aliakbar Dehno Khalaji、Matthias Weil、Gholamhossein Grivani、Samaneh Jalali Akerdi

  DOI：10.1007/s00706-010-0296-2

  日期：2010.5

  In this study two zinc(II) halide complexes with the Schiff-base ligand (3,4-MeO-ba) 2en [N,N'-bis(3, 4-dimethoxybenzylidene) ethane-1,2-diamine] have been synthesized and characterized by elemental analyses (CHN), single-crystal X-ray diffraction, Fourier-transform infrared (FT-IR), and H-1 nuclear magnetic resonance (NMR) spectroscopy. The metal-to-ligand ratio was found to be 1:1 within the formula ZnX2((3,4-MeO-ba)(2)en) (X = Br, I). Crystal structure analysis reveals that the coordination geometry around the zinc(II) ions in the two isotypic complexes is distorted tetrahedral. The Schiff-base ligand (3,4-MeO-ba)(2)en acts as a chelating ligand and coordinates via two N atoms to the metal center and adopts an (E, E) conformation. The coordination spheres of the metal atoms are completed by the two halide atoms, which are also involved in weak non-classical hydrogen-bonding interactions of the type C-H center dot center dot center dot X-Zn.