N,N′-bis(3-ethoxysalicylidene)-1,2-ethanediamine | 944069-87-8

• 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(3-ethoxysalicylidene)-1,2-ethanediamine
• 英文别名: N,N'-bis-(3-ethoxy-2-hydroxy-benzyliden)-ethylenediamine；N,N'-Bis-(3-aethoxy-2-hydroxy-benzyliden)-aethylendiamin
• CAS: 944069-87-8
• 化学式: C₂₀H₂₄N₂O₄
• 分子量: 356.422
• InChiKey: BYVQIEDYUFEJJI-JFMUQQRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 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：
  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：

  N,N′-bis(3-ethoxysalicylidene)-1,2-ethanediamine 生成 Acetic acid;2-ethoxy-6-[2-[(3-ethoxy-2-oxidophenyl)methylideneamino]ethyliminomethyl]phenolate;manganese
  参考文献：
  名称：

  J. Med. Chem. 2002, 45, 4549-4558

  摘要：

  DOI：
• 作为产物：
  描述：

  2-ethoxy-6-[(2-bromo-ethylimino)-methyl]-phenol 在 氨 、 水 作用下， 生成 N,N′-bis(3-ethoxysalicylidene)-1,2-ethanediamine
  参考文献：
  名称：

  Liggett; Diehl, Iowa State College Journal of Science, 1948, vol. 22, p. 141,146

  摘要：

  DOI：

文献信息

• Self‐Assembly of Dimeric Mn ^III –Schiff‐Base Complexes Tuned by Perchlorate Anions
  作者：Manuel R. Bermejo、M. Isabel Fernández、Esther Gómez‐Fórneas、Ana González‐Noya、Marcelino Maneiro、Rosa Pedrido、M. Jesús Rodríguez

  DOI：10.1002/ejic.200700199

  日期：2007.8

  crystallography, revealing their ability to bind metal centres. Recrystallisation of complexes 2 and 8 from methanol yielded single crystals of [MnL2(H2O)2](ClO4) and [MnL8(H2O)2](ClO4). Their X-ray characterisation shows a tetragonally elongated octahedral geometry for the manganese coordination sphere, formed by the chelation of the N2O2 donor set of the inner compartment of the Schiff base to the equatorial

  描述了式 [MnLn(H2O/CH3OH)2](ClO4)(m ) (m = 0, 1) 的 12 种锰 (III)-席夫碱配合物的合成、结构和光谱表征。多齿 H2Ln 和 H4Ln 席夫碱配体是通过不同二胺（1,2-二氨基乙烷、1,2-二氨基-2-甲基乙烷、1,2-二氨基-2,2-二甲基乙烷、1,3-二氨基-2,2-二甲基丙烷)和2,3-二羟基苯甲醛、3-甲氧基-2-羟基苯甲醛或3-乙氧基-2-羟基苯甲醛。H2L3 和 H4L10 配体的晶体结构通过 X 射线晶体学解析，揭示了它们结合金属中心的能力。配合物 2 和 8 从甲醇中重结晶得到 [MnL2( )2]( ) 和 [MnL8( )2]( ) 的单晶。他们的 X 射线表征显示了锰配位球的四边形拉长八面体几何形状，由席夫碱内部隔室的 N2O2 供体组螯合到八面体的赤道面和两个水分子结合形成轴向位置。八面体实体通过相邻轴向水分子之间的
• Synthesis and crystal structures of manganese(III) complexes derived from bis-Schiff bases with antibacterial activity
  作者：Heng-Yu Qian、Nan Sun

  DOI：10.1007/s11243-018-00296-x

  日期：2019.9

  by physico-chemical and spectroscopic methods. The Mn atoms in the structures are in octahedral coordination. In the crystal structure of complex (1), molecules are linked through intermolecular O–H···O hydrogen bonds to form dimers. In both complexes, there exist π···π interactions among molecules. The complexes and the Schiff bases were assayed for antibacterial activities by MTT method.

  两个单核 Mn(III) 复合物，[MnL1(N3)(OH2)] (1) 和 [MnL2L'] (2)，其中 L1 和 L2 是 N,N'-双（3-乙氧基水杨亚基）的双阴离子形式分别为 1,2-乙二胺 (H2L1) 和 N,N'-双(3,5-二氯水杨烯)-1,4-丁二胺 (H2L2)，L' 是 2,4-二氯-6- 的去质子化形式（二甲氧基甲基）苯酚（HL'），已被合成和表征。通过物理化学和光谱方法对复合物进行了表征。结构中的Mn原子呈八面体配位。在配合物(1)的晶体结构中，分子间通过分子间O-H···O氢键连接形成二聚体。在这两种配合物中，分子间都存在π···π相互作用。通过MTT方法测定复合物和席夫碱的抗菌活性。
• Synthesis, characterization and multi-dimensional application approach for two distinctive tetra nuclear, first-time reported, Fe³⁺/Hg²⁺ and Fe³⁺/Cd²⁺ clusters from a new Fe³⁺ containing metalloligand
  作者：Soumik Laha、Dibyendu Sathapathi、Mainak Das、Manik Das、Partha Pratim Ray、Arijit Bag、Bidhan Chandra Samanta、Uttam Kumar Das、Tithi Maity

  DOI：10.1039/d2nj03357g

  日期：——

  has been successfully used to detect and remove Hg2+ and Cd2+ from several transition metal ions with the formation of two unusual hetero metallic μ-oxo Fe3+–Hg2+/Cd2+ clusters, [(Fe23+)(μ-O)L2Cl4(Hg22+)] (MC2) and [(Fe23+)(μ-O)L2I4Cd22+] (MC3) [(where H2L is 6, 6′-(1E, 1′E) (ethane-1, 2 diylbis(azaneylidene))bis(methaneylylidene))bis(2-ethoxyphenol)]. All three complexes were identified by X-ray single-crystal

  利用N 2 O 2供体席夫碱配体H 2 L 开发的新型单核Fe 3+金属配体MC1 [FeLN 3 (H 2 O)]已成功用于检测和去除水中Hg 2+和Cd 2+几种过渡金属离子形成两个不寻常的异质金属 μ-氧代 Fe 3+ –Hg 2+ /Cd 2+簇，[(Fe 2 3+ )(μ-O)L 2 Cl 4 (Hg 2 2+ ) ] ( MC2 ) 和 [(Fe 2 3+)(μ-O)L 2 I 4 Cd 2 2+ ] ( MC3 ) [(其中 H 2 L 为 6, 6'-(1E, 1'E) (ethane-1, 2 diylbis(azaneylidene))bis(亚甲基））双（2-乙氧基苯酚）]。通过 X 射线单晶数据分析以及一系列光谱研究，鉴定了所有三种复合物。在MC1中，Fe 3+与去质子化的H 2 L、一个水分子和一个叠氮离子作为二次阴离子残基配位，形成八面体几何结构。有趣的是，MC
• Development of a novel Cd(<scp>ii</scp>) metal complex for solvent-sensitive detection of Zn(<scp>ii</scp>) and Mg(<scp>ii</scp>) with the formation of Cd(<scp>ii</scp>)–Zn(<scp>ii</scp>)/Cd(<scp>ii</scp>)–Mg(<scp>ii</scp>) complexes and their application in effective Schottky devices
  作者：Dibyendu Sathapat、Mainak Das、Manik Das、Uttam Kumar Das、Arijit Bag、Soumik Laha、Partha Pratim Ray、Bidhan Chandra Samanta、Tithi Maity

  DOI：10.1039/d3nj04660e

  日期：——

  bridging complex could be obtained if two separate reactions of complex 1 with (CH3COO)2Zn and MgSO4 could be carried out. Interestingly, two different single crystals of Cd–Zn (complex 2) and Cd–Mg (complex 3) were obtained after conducting two separate reactions of complex 1 with Zn(II) and Mg(II). Single crystal data analysis showed that complex 2 is an octanuclear Zn(II)/Cd(II) complex with the

  新型单核 Cd( II ) 金属受体 Cd[ L H 2 I 2 ]（配合物1），由席夫碱配体 6,6′-(1E,1′E)(乙烷-1,2 二基双(亚氮基))双(亚甲基)双(2-乙氧基苯酚) ( H 2 L ) 和 CdI 2 , 已成功用于分别检测半水和水介质中几种竞争性阳离子中的Zn( II ) 和 Mg( II ) 。单晶数据分析表明配合物1的不对称单元由一个配体H 2 L和两个I离子组成，补偿了Cd的+2氧化态。利用紫外和荧光光谱技术进一步评估了配合物1对 Zn( II ) 和 Mg( II )的光学监测传感。在 CH 3 COO -和 SO 4 =存在下，配合物1 -Zn( II ) 和配合物1 -Mg( II )的荧光强度显着增强，表明如果配合物的两个独立反应可以获得异核桥配合物可以用(CH 3 COO) 2 Zn和MgSO 4进行1 。有趣的是，配合物1与Zn( II )和Mg(
• Electronic and steric effects in manganese Schiff-base complexes as models for the water oxidation complex in photosystem II. The isolation of manganese-(<scp>II</scp>) and -(<scp>III</scp>) complexes of 3- and 3,5-substituted N,N′-bis(salicylidene)ethane-1,2-diamine (H₂salen) ligands
  作者：Manuel R. Bermejo、Alfonso Castiñeiras、Juan C. Garcia-Monteagudo、Manuel Rey、Antonio Sousa、Michael Watkinson、Charles A. McAuliffe、Robin G. Pritchard、Roy L. Beddoes

  DOI：10.1039/dt9960002935

  日期：——

  Manganese-(II) and -(III) complexes of substituted N,N'-bis(salicylidene)ethane-1,2-diamine (H(2)salen) ligands H(2)L (substituents are in the 3,5 or 3,5 positions of the phenyl rings of the salen moiety) have been prepared and thoroughly characterised. The reaction of Mn(ClO4)(2) . 6H(2)O with H(2)L in ethanol in air normally leads to manganese(III) complexes ligated by both the N2O2 ligand and water molecule(s). However, by employing electron-withdrawing substituents on the ligand, e.g. 3-Br,5-NO2, a manganese(II) complex can be obtained. A 'borderline' ligand is represented by the 5-NO2 derivative (nsalen), which produces a manganese(II) complex contaminated with a small amount of a manganese(In) species. Using a more rigorous oxidising agent in the synthesis, [Fe(eta-C5H5)(2)][FeCl4], drives the reaction totally to a manganese(III) complex [Mn(nsalen)Cl(H2O)]. In addition to magnetic susceptibility studies, cyclic voltammetry has been employed. All the complexes exhibit an oxidation and reduction peak, the reversible character being confirmed by pulse voltammetry. Pulse voltammetry also confirmed the nature of the manganese(II) species [Mn(bnsalen)(H2O)(2)]. 2H(2)O [H(2)bnsalen = N,N'-bis(3-bromo-5-nitrosalicylidene)ethane-1,2-diamine] and that a slight amount of a manganese(III) species is present in [Mn(nsalen)(H2O)(2)]. 2H(2)O. Six complexes have been crystallographically characterised. Despite the retention of an octahedral manganese environment in all of them, the supramolecular structures exhibit a wide diversity. The 3,5-dichloro and 5-bromo salen complexes containing co-ordinated water display combined pi and hydrogen bonding, as well as dimerisation. The complex [Mn(mu-dbsalen)(mu-O)}(2)] (dbsalen = 3,5-dibromo derivative) offers an alternative bridging arrangement, and [Mn(bsalen)(MeOH)(OClO3)]. H2O (bsalen = 5-bromo derivative) highlights the versatility of the manganese centre in these systems where, unexpectedly, perchlorate is co-ordinated in place of a lattice water. A more subtle rearrangement of supramolecular structure is obtained in [Mn(nsalen)Cl(H2O)] where the usual combination of pi- or hydrogen-bonding interaction is modified by the corresponding ability of the 5-NO2 substituent.