(E)-4-bromo-2-(((2-hydroxyethyl)imino)methyl)phenol | 942199-85-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-4-bromo-2-(((2-hydroxyethyl)imino)methyl)phenol
• 英文别名: 2-((E)-(2-hydroxyethylimino)methyl)-4-bromophenol
• CAS: 942199-85-1
• 化学式: C₉H₁₀BrNO₂
• 分子量: 244.088
• InChiKey: ZYHHJCKOWSEVAW-IZZDOVSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  52.82
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  copper dichloride 、 (E)-4-bromo-2-(((2-hydroxyethyl)imino)methyl)phenol 以 甲醇 为溶剂， 反应 3.0h， 以84%的产率得到bis{4-bromo-2-[(2-hydroxyethyl)iminomethyl]phenolato}-copper(II)
  参考文献：
  名称：

  金属基乙醇胺衍生的化合物：有关其合成，表征和生物活性的说明。

  摘要：

  金属基乙醇胺，（L1）-（L4）与Co（II），Cu（II），Ni（II）和Zn（II）金属按1：2（金属：配体）摩尔比配位以生成新化合物被报道。筛选了这些化合物对多种细菌（大肠杆菌，志贺氏志贺氏菌，铜绿假单胞菌，鼠伤寒沙门氏菌，金黄色葡萄球菌和枯草芽孢杆菌）和真菌菌株（长毛癣菌，白色念珠菌，微孢曲霉，微孢子虫）的杀菌/杀真菌活性。茄形镰刀菌（Fusarium solani）和光滑念珠菌（Candida glabrata）对着称为卤虫的虾类。筛选结果表明，由于螯合，金属络合物比未络合的配体具有更高的针对一种或多种细菌/真菌物种的活性。与其他配体相比，该配体（L4）具有良好的细菌和真菌活性。抗菌结果表明，（L4）的Zn（II）配合物（16）是最有效的配合物，同一配体（L4）的Co（II）配合物（14）具有最高的抗真菌活性。

  DOI：

  10.1080/14756366.2016.1220375
• 作为产物：
  描述：

  C.I.酸性橙108 、 5-溴水杨醛 反应 3.0h， 以78%的产率得到(E)-4-bromo-2-(((2-hydroxyethyl)imino)methyl)phenol
  参考文献：
  名称：

  金属基乙醇胺衍生的化合物：有关其合成，表征和生物活性的说明。

  摘要：

  金属基乙醇胺，（L1）-（L4）与Co（II），Cu（II），Ni（II）和Zn（II）金属按1：2（金属：配体）摩尔比配位以生成新化合物被报道。筛选了这些化合物对多种细菌（大肠杆菌，志贺氏志贺氏菌，铜绿假单胞菌，鼠伤寒沙门氏菌，金黄色葡萄球菌和枯草芽孢杆菌）和真菌菌株（长毛癣菌，白色念珠菌，微孢曲霉，微孢子虫）的杀菌/杀真菌活性。茄形镰刀菌（Fusarium solani）和光滑念珠菌（Candida glabrata）对着称为卤虫的虾类。筛选结果表明，由于螯合，金属络合物比未络合的配体具有更高的针对一种或多种细菌/真菌物种的活性。与其他配体相比，该配体（L4）具有良好的细菌和真菌活性。抗菌结果表明，（L4）的Zn（II）配合物（16）是最有效的配合物，同一配体（L4）的Co（II）配合物（14）具有最高的抗真菌活性。

  DOI：

  10.1080/14756366.2016.1220375

文献信息

• Two tridentate Schiff base ligands and their mononuclear cobalt (III) complexes: Synthesis, characterization, antibacterial and antifungal activities
  作者：Elif Gungor、Selma Celen、Dilek Azaz、Hulya Kara

  DOI：10.1016/j.saa.2012.03.034

  日期：2012.8

  Two Schiff base ligands (HL1, HL2) and their Co(III) complexes, [Co(HL1)(L1)] (1) and [Co(HL2)(L2)] (2) [where HL1 = 2-((E)-(2-hydroxyethylimino)methyl)-4-chlorophenol and HL2 = 2-((E)-(2-hydroxyethylimino)methyl)-4-bromophenol] were synthesized and characterized using spectroscopic methods. The crystal structures of 1 and 2 have been re-determined by single crystal diffraction at 100K. The ligands and their Co(III) complexes were screened for antibacterial and antifungal activities by the disc diffusion, microdilution broth and single spore culture techniques. The antimicrobial activity of the Co(III) complexes and the free ligands exhibit antimicrobial properties and the Co(III) complexes show enhanced inhibitory activity compared with their parent ligand. (C) 2012 Elsevier B.V. All rights reserved.
• The interplay of O–H⋯O hydrogen bonding in the generation of three new supramolecular complexes of CuII, NiII and CoIII: Syntheses, characterization and structural aspects
  作者：Santarupa Thakurta、Joy Chakraborty、Georgina Rosair、Ray J. Butcher、Samiran Mitra

  DOI：10.1016/j.ica.2009.01.002

  日期：2009.6

  Three new coordination complexes, [Cu(L-1)(H2O)] (1), [Ni(L-2)(2)]center dot CH3CN (2) and [Co(HL3)(L-3)] (3) [where H2L1, N,N'-bis(3-methoxysalicylidenimino)-1,3-diamino-propane; HL2, 2-((E)-(1,3-dihydroxy-2-methyl-propan-2-ylimino)methyl)phenol; H2L3, 2-((E)-(2-hydroxyethylimino)methyl)-4-bromophenol] have been synthesized and systematically characterized by elemental analyses, FT-IR, electronic spectroscopy, cyclic voltammetry and thermogravimetric analyses. Single crystal X-ray diffraction studies confirm that the metal center in complex 1 has distorted square-pyramidal geometry while it is distorted octahedral in the other two complexes. In all the complexes O-H center dot center dot center dot O hydrogen bondings assemble the molecular units leading to ordered supramolecular architectures. While both complexes 1 and 2 form infinite one-dimensional arrays through the self organisation of hydrogen bonded ring motifs, complex 3 is a unique star-shaped cyclic hexamer generated through intermolecular hydrogen bonding. (C) 2009 Elsevier B.V. All rights reserved.
• Ferromagnetic exchange coupling in a new bis(μ-chloro)-bridged copper(II) Schiff base complex: Synthesis, structure, magnetic properties and catalytic oxidation of cycloalkanes
  作者：Santarupa Thakurta、Partha Roy、Georgina Rosair、Carlos J. Gómez-García、Eugenio Garribba、Samiran Mitra

  DOI：10.1016/j.poly.2008.12.016

  日期：2009.3

  A new (mu-chloro)-bridged complex [Cu(HL)Cl](2) center dot H2O (1) with the Schiff base ligand H2L, [2-((E)-(2-hydroxyethylimino)methyl)-4-bromophenol], has been synthesized and characterized by elemental analysis, IR, UV-Vis and EPR spectroscopic studies. X-ray diffraction studies show that 1 is a binuclear Cu-II complex with a pair of chlorine atoms bridging the copper atoms in a central Cu2Cl2 core. Each copper atom in I adopts a distorted square-pyramidal geometry with the imine nitrogen atom, alkoxy and phenoxy oxygen atoms from the Schiff base ligand and a bridging chlorine atom constructing the basal plane, while the apical position of the pyramid is occupied by the other bridging chlorine atom. Variable temperature susceptibility measurements show that complex I presents the highest ferromagnetic coupling [J = +43.2(5) cm(-1)] reported till date in any doubly chloro-bridged Cu-II dimer, and a weak interdimer antiferromagnetic coupling [J' = -0.276(8) cm(-1)]. The complex also exhibits high catalytic activity towards the oxidation of hydrocarbons using H2O2 as terminal oxidant. (C) 2009 Elsevier Ltd. All rights reserved.