2-(2,6-diisopropylphenyliminomethyl)phenol | 81966-48-5

• 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: 2-(2,6-diisopropylphenyliminomethyl)phenol
• 英文别名: [Cu(2-(2,6-diisopropylphenyliminomethyl)phenol)2]
• CAS: 81966-48-5
• 化学式: C₃₈H₄₄CuN₂O₂
• 分子量: 624.326
• InChiKey: YVZVJMUZCAPLJF-KJIDPWMZSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  2-(2,6-diisopropylphenyliminomethyl)phenol 在 C₅H₅N 作用下， 以 吡啶 为溶剂， 生成 bis{N-(2,6-diisopropylphenyl)salicylideneaminato}copper(II) monopyridine adduct
  参考文献：
  名称：

  双[N-(2,6-二异丙基苯基)salicylideneaminato]铜(II)和镍(II)配合物的立体化学

  摘要：

  已合成双[N-(2,6-二异丙基苯基)salicylideneaminato] 铜(II) 和镍(II) 配合物。它们在固态、氯仿和吡啶中的构型已经与相关配合物的构型进行了比较和讨论。

  DOI：

  10.1246/bcsj.55.1083
• 作为产物：
  描述：

  2,6-二异丙基苯胺 、 水杨醛 以 甲醇 为溶剂， 反应 6.0h， 生成 2-(2,6-diisopropylphenyliminomethyl)phenol
  参考文献：
  名称：

  A comparative analyses of bioactive Cu(II) complexes using Hirshfeld surface and density functional theory (DFT) methods: DNA binding studies, cleavage and antibiofilm activities

  摘要：

  Two mononuclear Copper(II) complexes, [Cu(dip)(2)] (1) and [Cu(dimp)(2)] (2) have been synthesized and characterized thoroughly by various spectroscopic techniques and single crystal X-ray diffraction analysis. Dispersion corrected B3LYP/DFT calculations have been carried out to elucidate the tentative assignments of N-Cu-N/O-Cu-O/O-Cu-N and other significant vibrational modes. Additionally, quantitative analysis of intra and intermolecular non-covalent interactions were carried out using Hirshfeld surface calculations to explore H-bonding, C-H/pi and Cu center dot center dot center dot H-C interactions. In vitro DNA binding studies of 1 and 2 were performed by employing optical spectroscopic techniques. The cleavage activity of I and 2 with pBR322 plasmid DNA was carried out by gel electrophoretic assay and it was observed that both 1 and 2 cleaved DNA by oxidative pathway via ROS species viz., O-2(center dot-), O-1(2) etc. Furthermore, antibiofilm activity of the complexes 1 and 2 was evaluated against E. Coli 25922 and it was found to interfere and inhibit the biofilm forming ability of E. Coli 25922. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2016.08.011

文献信息

• The Synthesis of Copper(II) Salicylaldiminato Complexes and their Catalytic Activity in the Hydroxylation of Phenol
  作者：Juanita L. van Wyk、Selwyn Mapolie、Anders Lennartson、Mikael Håkansson、Susan Jagner

  DOI：10.1515/znb-2007-0305

  日期：2007.3.1

  The synthesis of copper(II) salicylaldiminato complexes and their application in the catalytic hydroxylation of phenol is reported. Tetracoordinated copper complexes (Cu(Lⁿ)₂) were obtained by reacting the N-phenylsalicylaldimine ligands (HL¹ -HL⁷) with copper acetate in a 2 : 1 mole ratio. The reaction of N-(2,6-diisopropyl)phenyl-3,5-di-tert-butylsalicylaldimine (HL⁷) with copper acetate in a 1 : 1 mole ratio afforded a dinuclear complex, which was not obtained with the other ligand systems. All complexes were characterized using FT-IR and elemental analysis. X-Ray crystal structures of complexes 2, 5 and 8 have also been obtained. The catalytic activity of these complexes was evaluated in the hydroxylation of phenol using oxygen and hydrogen peroxide as co-oxidants in aqueous media in the pH range 3 - 6. All complexes studied were found to be active for the hydroxylation process over the pH range studied with higher selectivity for catechol formation.

  报道了铜(II)水杨醛亚胺配合物的合成及其在苯酚催化羟基化中的应用。通过将N-苯基水杨醛亚胺配体（HL^1-HL^7）与乙酸铜按2：1的摩尔比反应得到了四配位铜配合物（Cu(L^n)_2）。N-(2,6-二异丙基)苯基-3,5-二叔丁基水杨醛亚胺（HL^7）与乙酸铜按1：1的摩尔比反应得到了一个双核复合物，而其他配体系统未能得到这种复合物。所有配合物均通过傅里叶变换红外光谱和元素分析进行了表征。复合物2、5和8的X射线晶体结构也已得到。这些配合物在pH值为3-6的水介质中使用氧气和过氧化氢作为共氧化剂对苯酚进行羟基化反应的催化活性得到了评估。研究的所有配合物在所研究的pH范围内均被发现对羟基化过程具有活性，对邻苯二酚的形成具有较高的选择性。
• Synthesis, structures, spectral and electrochemical properties of copper(II) complexes of sterically hindered Schiff base ligands
  作者：Karuppasamy Sundaravel、Eringathodi Suresh、Mallayan Palaniandavar

  DOI：10.1016/j.ica.2008.03.083

  日期：2009.1

  The Schiff base ligands 2-(2,6-diisopropylphenyliminomethyl)phenol H(L1), 5-diethylamino-2-(2, 6-diisopropylphenyliminomethyl)phenol H(L2), 2,4-di-tert-butyl-6-(2,6-diisopropylphenyliminomethyl) phenol H(L3), 3-(2,6-diisopropylphenyliminomethyl)naphthalen-2-ol H(L4) and 4-(2,6-diisopropylphenyliminomethyl)-5- hydroxymethyl-2-methylpyridin-3-ol H(L5) have been synthesized by the condensation, respectively, of salicylaldehyde, 4-(diethylamino)salicylaldehyde, 3,5-di-tert-butylsalicyl-aldehyde, 2-hydroxy-1-napthaldehyde and pyridoxal with 2,6-diisopropylaniline. The copper(II) bisligand complexes [Cu(L1)(2)] 1, [Cu(L2)(2)] 2, [Cu(L3)(2)] 3, [Cu(L4)(2)] 4 and [Cu(L5)(2)] center dot CH3OH 5 of these ligands have been isolated and characterized. The X-ray crystal structures of two of the complexes [Cu(L1)(2)] 1 and [Cu(L5)(2)] center dot CH3OH 5 have been successfully determined, and the centrosymmetric complexes possess a CuN2O2 chromophore with square planar coordination geometry. The frozen solution EPR spectra of the complexes reveal a square-based CuN2O2 chromophore, and the values of g(parallel to) and g (parallel to)/A(parallel to) index reveal enhanced electron delocalization by incorporating the strongly electron-releasing -NEt2 group (2) and fusing a benzene ring on sal-ring (4). The Cu(II)/Cu(I) redox potentials of the Cu(II) complexes reveal that the incorporation of electron-releasing -NEt2 group and fusion of a benzene ring lead to enhanced stabilization of Cu(II) oxidation state supporting the EPR spectral results. The hydrogen bonding interactions between the two molecules present in the unit cell of 5a generate an interesting two-dimensional hydrogen-bonded network topology. (c) 2008 Elsevier B.V. All rights reserved.