N,N'-bis(2-methoxybenzylidene)ethylenediamine | 3116-85-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N,N'-bis(2-methoxybenzylidene)ethylenediamine
• 英文别名: N,N'-(ethane-1,2-diyl)bis(1-(2-methoxyphenyl)methanimine)；Bis-(2-methoxy-benzyliden)-ethylendiimin；N,N'-Bis-<2-methoxy-benzyliden>-ethylendiamin；N,N'-bis(2-methoxybenzylidene)ethane-1,2-diamine；N,N'-bis-(2-methoxy-benzyliden)-ethylenediamine；N,N'-Bis-(2-methoxy-benzyliden)-aethylendiamin；MeSalen；1-(2-methoxyphenyl)-N-[2-[(2-methoxyphenyl)methylideneamino]ethyl]methanimine
• CAS: 3116-85-6
• 化学式: C₁₈H₂₀N₂O₂
• 分子量: 296.369
• InChiKey: IZZUUWTYSHRCIZ-UHFFFAOYSA-N

物化性质

• 熔点：
  117-119 °C
• 沸点：
  454.5±40.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-bis(2-methoxybenzylidene)ethylenediamine 在 sodium hydroxide 、 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 4-[1,3-bis[(2-methoxyphenyl)methyl]imidazolidin-2-yl]-N,N-diethylaniline
  参考文献：
  名称：

  Synthesis of novel tetrahydroimidazole derivatives and studies for their biological properties

  摘要：

  Ethylenediamine was reacted with suitable aromatic aldehydes in order to prepare their respective diSchiff bases. These compounds were then reduced to give the corresponding tetrahydrodiSchiff bases, which were low melting in nature. Finally, these derivatives were condensed with different aromatic aldehydes to give the desired tetrahydroimidazoles. The structures of all these compounds were established on the basis of spectral data. These novel tetrahydroimidazoles showed promising anti-inflammatory and analgesic activity. The compounds were also screened for their anti-bacterial property against Staphylococcus aureus and Escherichia coli. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01256-9
• 作为产物：
  描述：

  乙二胺 、 邻甲氧基苯甲醛 以 乙腈 为溶剂， 生成 N,N'-bis(2-methoxybenzylidene)ethylenediamine
  参考文献：
  名称：

  反应时间依赖的双（甲基）噻唑烷荚兰Pd（ii）和Pt（ii）配合物的形成†

  摘要：

  具有S2N2供体的Thiasalen podand 9已通过缩合反应合成2-甲基硫代苯甲醛 和 乙二胺。噻唑烷荚兰配体与Pd（II）的反应根据反应时间提供了两种配合物。反应时间较短（5分钟），得到硫醚配合物10；而随着反应时间（4小时）的增加，硫醚醚硫醇盐配合物11是通过在配合时裂解双（甲基）噻唑烷荚果的两个S-C（Me）键之一而获得的。9与Pt（II）的反应仅产生硫醇盐-硫醚络合物12与反应时间无关。从未观察到双（甲基）噻唑烷的两个S-C（Me）键裂解产生双硫醇盐配合物。通过单晶X射线衍射分析已经确定了噻唑烷荚兰和所有三个配合物的结构。这三个复合体在金属中心周围都具有正方形的平面几何形状。通过C–H⋯F相互作用的弱范德华相互作用存在于所有三种复合物中，导致超分子合成子的形成，并且超分子结构被芳香π⋯π相互作用稳定，从而导致3D伪双螺旋网络的形成。包装。在相似的条件下，双（甲基）salen

  DOI：

  10.1039/c2dt31630g

文献信息

• Design and application of diimine-based copper(<scp>i</scp>) complexes in photoredox catalysis
  作者：Tamás Földesi、Gellért Sipos、Réka Adamik、Bálint Nagy、Balázs L. Tóth、Attila Bényei、Krisztina J. Szekeres、Győző G. Láng、Attila Demeter、Timothy J. Peelen、Zoltán Novák

  DOI：10.1039/c9ob01331h

  日期：——

  Structurally different bis(imino)copper(i) complexes were prepared in a highly modular manner and utilized as copper-based photocatalysts in the ATRA reactions of styrenes and alkyl halides. The new photocatalysts showed good catalytic activity and ensured efficient chemical transformations.

  以高度模块化的方式制备结构不同的双（亚氨基）铜（i）配合物，并将其用作苯乙烯和烷基卤化物的ATRA反应中的铜基光催化剂。新的光催化剂显示出良好的催化活性并确保了有效的化学转化。
• Comparative study of ring-opening polymerization of <scp>l</scp>-lactide and ε-caprolactone using zirconium hexadentate bis(aminophenolate) complexes as catalysts
  作者：Hsiu-Wei Ou、Michael Y. Chiang、Jaya Kishore Vandavasi、Wei-Yi Lu、Yen-Jen Chen、Hsi-Ching Tseng、Yi-Chun Lai、Hsuan-Ying Chen

  DOI：10.1039/c4ra13236j

  日期：——

  complexes as catalysts for the ring opening polymerization of L-lactide (LA) and ε-caprolactone (CL) were investigated. Ligands bearing various chelating groups have a profound influence on the catalysis results. Among them, the thiophen-2-yl methyl group showed the greatest activity while the pyridine-2-yl methyl group showed the worst performance with regard to the rate of CL polymerization. However

  研究了一系列的双（氨基酚酸）锆配合物，用于L-丙交酯（LA）和ε-己内酯（CL）的开环聚合。带有各种螯合基团的配体对催化结果有深远的影响。其中，就CL聚合速度而言，噻吩-2-基甲基表现出最大的活性，而吡啶-2-基甲基表现出最差的性能。然而，LA聚合速率的趋势相反。动力学结果表明对[CL]和[LA]具有一阶依赖性。但是，催化剂浓度的顺序不同。聚合反应依赖于[ L OMe Zr（OBn）2CL的]，但对LA的[ L OMe Zr（OBn）2 ]具有一阶依赖性。
• Phototriggered cytotoxic properties of tricarbonyl manganese(I) complexes bearing α-diimine ligands towards HepG2
  作者：Ahmed M. Mansour、Krzysztof Radacki、Rabaa M. Khaled、Marwa H. Soliman、Nour T. Abdel-Ghani

  DOI：10.1007/s00775-020-01843-7

  日期：2021.2

  Reaction between bromo tricarbonyl manganese(I) and N,N′-bis(phenyl)-1,4-diaza-1,3-butadiene ligands, bearing different electron-donating and electron-withdrawing groups R = OCH3, Cl, and NO2 in the ortho- and para-positions on the phenyl substituent, afforded [MnBr(CO)3(N–N)] complexes. The influence of the character and position of the substituent on the dark stability and carbon monoxide releasing

  溴三羰基锰 (I) 与N,N '-双(苯基)-1,4-二氮杂-1,3-丁二烯配体之间的反应，带有不同的给电子和吸电子基团 R = OCH 3、Cl 和NO 2在苯基取代基的邻位和对位，得到 [MnBr(CO) 3 (N-N)] 络合物。系统研究了取代基的性质和位置对暗稳定性和一氧化碳释放动力学的影响，并与时间依赖的密度泛函理论计算数据相关联。组合 UV/Vis 和 IR 数据清楚地表明 [MnBr(CO) 3的充气溶液(N-N)] 在配位或非配位溶剂中都是暗稳定的，在孵育期间观察到的波动，尤其是在硝基衍生物的情况下，可能归因于轴向溴配体与配位溶剂分子的交换。在黑暗和光照条件下，游离配体和硝基复合物对 HepG2 细胞均无细胞毒性。在黑暗中，结合o -OCH 3和o -Cl 的Mn(I) 化合物表现出优异的细胞毒性，IC 50值为 18.1 和 11.8 μM，而它们的对位取代类似物在黑暗中无活性，在365
• Synthesis, spectroscopic studies and crystal structures of ReI(CO)3(NN)Cl complexes with N,N′-bis(substituted benzylidene)ethane-1,2-diamine Schiff base ligands
  作者：Valiollah Mirkhani、Reza Kia、Dalibor Milić、Akbar Rostami Vartooni、Dubravka Matković-Čalogović

  DOI：10.1007/s11243-009-9298-5

  日期：2010.2

  Four new Re(I) tricarbonyl-diimine complexes were prepared by reaction of Re(CO)5Cl with N,N′-bis(substituted benzylidene)ethane-1,2-diamine Schiff base ligands. These compounds were characterized by physico-chemical methods, and their crystal structures were established by X-ray diffraction. The coordination geometry at the Re atom is that of a distorted octahedron, with three carbonyl ligands in the facial geometry.

  通过Re(CO)5Cl与N,N'-双(取代亚苄基)乙烷-1,2-二胺席夫碱配体反应制备了四种新的Re(I)三羰基二亚胺配合物。通过物理化学方法对这些化合物进行了表征，并通过X射线衍射建立了它们的晶体结构。 Re原子的配位几何形状是一个扭曲的八面体，在面几何形状中具有三个羰基配体。
• Synthesis, IR and NMR spectral correlations in some symmetrical diimines
  作者：G. Thirunarayanan

  DOI：10.4314/bcse.v28i1.9

  日期：——

  A series of diimines have been synthesized by coupling of diamine with substituted benzaldehydes. The purities of these diimines were checked by their analytical and spectroscopic data. The spectral frequencies νCN (cm-1), NMR chemical shifts (δ, ppm) of C-H and C=N of these diimines have been correlated with Hammett substituent constants, F and R parameters using single and multi-linear regression analysis. From the results of statistical analysis, the effect of substituents on the above spectral data has been studied.

  通过将二胺与取代苯甲醛偶联，合成了一系列二亚胺。通过分析和光谱数据检查了这些二亚胺的纯度。通过单线和多线回归分析，将这些二亚胺的频谱频率νCN（cm-1）、NMR化学位移（δ，ppm）的C-H和C=N与哈米特取代常数、F和R参数相关联。根据统计分析的结果，研究了取代基对上述光谱数据的影响。