2-(2'-hydroxyphenyl)-1,3-bis(2-(salicylideneamino)ethyl)diazolidine | 73954-58-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 2-(2'-hydroxyphenyl)-1,3-bis(2-(salicylideneamino)ethyl)diazolidine
• 英文别名: 2-(2′-hydroxyphenyl)-1,3-bis[4-(2-hydroxyphenyl)-3-azabut-3-enyl]-1,3-imidazolidine；2-(2′-hydroxyphenyl)-1,3-bis[[4-(2-hydroxyphenyl)-3-azabutenyl]-3-enyl]-1,3-imidazolidine；2-(2-hydroxyphenyl)-1,3-bis[4-(2-hydroxyphenyl)-3-azabut-3-enyl]-1,3-imidazoline；2-(2'-hydroxyphenyl)-1,3-bis[4-(2-hydroxyphenyl)-3-azabut-3-enyl]-1,3-imidazolidine；2-(2'-hydroxypheny)-1,3-bis[4-(2-hydroxyphenyl)-3-azabut-3-enyl]-1,3-imidazolidine；2-(2-hydroxyphenyl)-1,3-bis[4-(2-hydroxyphenyl)-3-azabut-3-enyl]imidazolidine；2,2'-{[2-(2-hydroxyphenyl)imidazolidine-1,3-diyl]bis[ethane-2,1-diylnitrilo(E)methylylidene]}diphenol；2-[2-[2-(2-hydroxyphenyl)-3-[2-[(2-hydroxyphenyl)methylideneamino]ethyl]imidazolidin-1-yl]ethyliminomethyl]phenol
• CAS: 73954-58-2
• 化学式: C₂₇H₃₀N₄O₃
• 分子量: 458.56
• InChiKey: KDSMPPGYUMXFDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  91.9
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(2'-hydroxyphenyl)-1,3-bis(2-(salicylideneamino)ethyl)diazolidine 、 copper(ll) bromide 在 triethylamine 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以74%的产率得到(μ-bromo)di[(2-(2'-oxyphenyl)-1,3-bis[4-(2-oxyphenyl)-3-azabut-3-enyl]-1,3-imidazolidine)dicopper(II)] bromide
  参考文献：
  名称：

  [Cu ^II ₄ ] Clusters From the Self‐Assembly of Two Imidazolidinyl 2‐Phenolate‐Bridged [Cu ^II ₂ ] Units: The Role of the Chloride Bridge

  摘要：

  AbstractA new family of tetracopper clusters [Cu4(μ4‐X)L2]ClO4·nH2O (1a–c) [X = Cl, Br, I; n = 12, 2, 2; H3L = 2‐(2′‐hydroxyphenyl)‐1,3‐bis[4‐(2‐hydroxyphenyl)‐3‐azabut‐3‐enyl]‐1,3‐imidazolidine] have been synthesised and characterised. The X‐ray crystal structure of 1a reveals that the template action of the spherical Cl– anion (μ4‐Cl–), which features a unique rectangular planar bridging mode, is responsible for the self‐assembly of two [Cu2L]+ units in complex 1a. In this family of complexes the spherical halides serve as templates to assemble the dimeric unit into tetrameric complexes, which gives an insight into the role of the halide bridge in tetranuclear complex formation. The capacity of this bridge to mediate magnetic coupling has been examined by bulk magnetic measurements for complex 1a. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

  DOI：

  10.1002/ejic.200600917
• 作为产物：
  描述：

  水杨醛 、 三乙烯四胺 以 甲醇 为溶剂， 反应 2.0h， 生成 2-(2'-hydroxyphenyl)-1,3-bis(2-(salicylideneamino)ethyl)diazolidine
  参考文献：
  名称：

  Ligand dependent self-assembly of hydroxido-bridged dicopper units templated by sodium ion

  摘要：

  两个中性[Cu2(μ-OH)(μ-L1)]（H3L1 = 2-(2′-羟基苯基)-1,3-双[4-(2-羟基苯基)-3-氮杂丁-3-烯基]-1,3-咪唑烷）片段围绕作为自组装模板的中心 Na+ 阳离子发生类似冠醚的相互作用，形成了[Na{Cu2(μ-OH)(μ-L1)}2]ClO4 (1)。二叔丁基取代的 H3L2 {2-(3,5-二叔丁基-2-羟基苯基)-1,3-双[4-(3,5-二叔丁基-2-羟基苯基)-3-氮杂丁-3-烯基]-1,3-咪唑烷}则通过摒弃 Na+离子周围的聚集，只产生[Cu2(μ-OH)(μ-L2)]-1.5H2O（2）。冠醚型聚合体 1 在双氧代-苯氧基[Cu2]片段内表现出铁磁相互作用，而弱的反铁磁相互作用则由 O⋯Na+⋯O 桥介导。络合物 2 只在氧代-苯氧基桥[Cu2]实体内存在微弱的反铁磁相互作用。紫外可见光谱和发射滴定光谱确定了阳离子复合物 1 与小牛胸腺 DNA 在 Tris 缓冲液中的相互作用，它能从原位产生的 ROS 中切割超卷曲的 pBR322 DNA。

  DOI：

  10.1039/c3dt51095f

文献信息

• Synthesis, crystal structures, catalytic application and antibacterial activities of Cu(II) and Zn(II) complexes bearing salicylaldehyde-imine ligands
  作者：Chao Liu、Ming-Xing Chen、Ming Li

  DOI：10.1016/j.ica.2020.119639

  日期：2020.8

  zinc(II) complexes based on salicylaldehyde-imine ligands, namely [Cu(HL1)(CH3CH2OH)]·(CH3COO) (1), [Zn3(HL1)2(CH3COO)4] (2), and [Zn2(L2)]·(CH3COO) (3) [H2L1 = N,N′-bis(salicylidene)diethylenetriamine and H3L2 = 2,2′-(1E,1′E)-(2,2′-(2-(2-hydroxyphenyl)imidazolidine-1,3-diyl)bis(ethane-2,1-diyl))bis(azan-1-yl-1-ylidene)bis(methan-1-yl-1-ylidene)diphenol] have been synthesized. The complexes were characterized

  摘要基于水杨醛-亚胺配体的三种新型铜（II）和锌（II）配合物，即[Cu（HL1）（CH3CH2OH）]（（CH3COO）（1），[Zn3（HL1）2（CH3COO）4]（ 2）和[Zn2（L2）]·（CH3COO）（3）[H2L1 = N，N'-双（水杨基）二亚乙基三胺和H3L2 = 2,2'-（1E，1'E）-（2,2 ′-（2-（2-羟苯基）咪唑烷-1,3-二基）双（乙烷-2,1-二基）双（氮杂-1-基-1-亚烷基）双（甲基-1-基-1） -亚烷基）二酚]已经合成。通过IR，熔点和元素分析对络合物进行表征，并通过单晶X射线衍射进一步确定晶体结构。这三种配合物在H2O2的分解反应中表现出优异的催化活性，在优化的反应条件下，H2O2的分解百分率在89％至98％之间。此外，筛选出该化合物作为针对三种革兰氏阴性菌（大肠杆菌，肺炎克雷伯菌和铜绿假单胞菌）和三种革兰氏阳性菌（枯草芽孢杆菌，金黄色
• Design of chiral homodinuclear complexes based on the coordinating behaviour of some symmetric ligands
  作者：Ana M. García-Deibe、Matilde Fondo、Noelia Ocampo、Jesús Sanmartín、Esther Gómez-Fórneas

  DOI：10.1039/c0nj00071j

  日期：——

  The crystal structures determined for [Zn2L1(acac)]·H2O and [Zn2L2(acac)]·H2O·MeCN·MeOH show that both compounds are chiral, although crystallising as racemates. This was not unexpected, as these complexes had been designed on the basis of the coordinating behaviour of acac in combination with 2-(2-hydroxyphenyl)-1,3-bis[4-(2-hydroxyphenyl)-3-azabut-3-enyl]-1,3-imidazolidine (H3L1) and 2-(5-bromo-2-hydroxyphenyl)-1,3-bis[4-(5-bromo-2-hydroxyphenyl)-3-azabut-3-enyl]-1,3-imidazolidine (H3L2). The reactivity of Zn(acac)2·nH2O with compartmental H3Lx (x = 1 or 2) has been investigated under different reaction conditions. Thus, depending on the temperature, the reaction with H3L1 can yield [Zn2L1(acac)]·H2O or [Zn2L1(OAc)]·H2O, whilst the interaction of Zn(acac)2·nH2O with H3L2 only gives rise to crystalline [Zn2L2(acac)]·H2O·MeCN·MeOH. This latter species loses the most volatile solvates on drying to yield [Zn2L2(acac)]·H2O. Both [Zn2Lx(acac)]·H2O complexes have been fully characterised by analytical and spectroscopic methods.

  为[Zn2L1(acac)]-H2O 和[Zn2L2(acac)]-H2O-MeCN-MeOH 确定的晶体结构显示，这两种化合物都是手性的，尽管结晶为外消旋体。这并不出乎意料，因为这些配合物是根据 acac 与 2-(2-羟基苯基)-1,3-双[4-(2-羟基苯基)-3-氮杂丁-3-烯基]-1,3-咪唑烷 (H3L1) 和 2-(5-溴-2-羟基苯基)-1,3-双[4-(5-溴-2-羟基苯基)-3-氮杂丁-3-烯基]-1,3-咪唑烷 (H3L2) 的配位行为设计的。在不同的反应条件下，研究了 Zn（acac）2-nH2O 与隔室 H3Lx（x = 1 或 2）的反应性。因此，根据温度的不同，与 H3L1 的反应可以产生 [Zn2L1(acac)]-H2O 或 [Zn2L1(OAc)]-H2O ，而 Zn(acac)2-nH2O 与 H3L2 的相互作用只产生结晶的 [Zn2L2(acac)]-H2O-MeCN-MeOH。后一种物质在干燥时会失去最易挥发的溶胶，生成[Zn2L2（acac）]-H2O。这两种[Zn2Lx(acac)]-H2O 复合物都已通过分析和光谱方法进行了全面表征。
• [NaCu^II₄] Cluster from Alkali Template Assembly of Two Asymmetric End-On Azido-Bridged [Cu^II₂] Units
  作者：Prasant Kumar Nanda、Guillem Aromí、Debashis Ray

  DOI：10.1021/ic052209p

  日期：2006.4.17

  The cluster [NaCu4L2(N3)2](ClO4) [1; H3L is 2-(2'-hydroxyphenyl)-1,3-bis[3'-aza-4'-(2''-hydroxyphenyl)prop-4'-en-1'-yl]-1,3-i midazolidine] has been synthesized and structurally characterized. Complex 1 is formed by the template assembly of two [Cu2L(N3)] neutral fragments through their weak oxophilic interactions with a central Na+ cation as observed in metallacrowns. The cluster exhibits a combination

  簇[NaCu4L2（N3）2]（ClO4）[1；H3L是2-（2'-羟基苯基）-1,3-双[3'-氮杂-4'-（2''-羟基苯基）prop-4'-en-1'-基] -1,3-i咪唑烷]已合成并进行了结构表征。配合物1是通过两个[Cu2L（N3）]中性片段的模板组装而形成的，这是通过它们与中央Na +阳离子之间弱的亲氧相互作用而实现的，如在金属漆中所观察到的那样。该团簇表现出铁磁性和反铁磁性相互作用的组合。[Cu（II）2]单元内的铜离子的末端N3桥联促进了S = 1磁性亚基的稳定化，这些亚基通过反铁磁耦合相互抵消，该反铁磁耦合由O ... Na + ... O桥介导。
• Syntheses, Crystal Structures and Photophysical Properties of Two Doubly μ‐Phenoxo‐Bridged Ln ^III (Ln = Pr, Nd) Homodinuclear Schiff Base Complexes
  作者：Joy Chakraborty、Santarupa Thakurta、Guillaume Pilet、Raymond F. Ziessel、Loïc J. Charbonnière、Samiran Mitra

  DOI：10.1002/ejic.200900251

  日期：2009.9

  isomorphous lanthanide(III) complexes [Ln(api)]2 (where Ln = Pr and Nd for 1 and 2, respectively) with Schiff base anion api3– H3api = 2-(2-hydroxyphenyl)-1,3-bis[4-(2-hydroxyphenyl)-3-azabut-3-enyl]-1,3-imidazolidine} have been synthesized by a direct reaction of the Schiff base ligand and the corresponding hydrated lanthanide(III) nitrates in methanol. The geometry of each LnIII ion in both complexes

  两种新型同双核同晶镧系元素 (III) 配合物 [Ln(api)]2（其中 Ln = Pr 和 Nd 分别为 1 和 2）与席夫碱阴离子 api3– H3api = 2-(2-羟基苯基)-1,3 -双[4-(2-羟基苯基)-3-氮杂丁-3-烯基]-1,3-咪唑烷}已通过席夫碱配体和相应的水合镧系元素(III)硝酸盐在甲醇中的直接反应合成。单晶 X 射线衍射研究表明，两种复合物中每个 LnIII 离子的几何形状都是扭曲的方形反棱镜 (DSAP)，并且发现结构是中心对称的。配合物和配体都已通过微量分析和不同的光谱技术进行了表征。已经对配体和配合物进行了详细的光物理研究。配体的荧光寿命在纳秒范围内，表明从单线态发射。这两种镧系元素配合物表现出 NIR 发光，已通过固态光致发光进行了探索。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany
• Asymmetric self-assembly with atmospheric CO₂fixation of a pentanuclear carbonate Ni^IIcomplex based on dissimilar building blocks
  作者：Matilde Fondo、Ana M. García-Deibe、Noelia Ocampo、Jesús Sanmartín、Manuel R. Bermejo

  DOI：10.1039/b617374h

  日期：——

  Formation in basic solution of an asymmetric pentanuclear carbonate NiII complex with a compartmental ligand involves atmospheric CO2 uptake, either by reaction of two slightly different dinuclear precursors that yield its di- and trinuclear “building blocks”, or directly, by spontaneous self-organization of metal and ligand starting reactants.

  在碱性溶液中形成一种带有隔室配体的不对称五核碳酸盐 NiII 复合物需要吸收大气中的二氧化碳，或者通过两种略有不同的二核前体反应生成二核和三核 "构件"，或者直接通过金属和配体起始反应物的自发自组织。