N,N'-bis(5-bromo-2-hydroxybenzyl)-N,N'-bis((2-pyridyl)methyl)ethylenediamine | 162586-71-2

• 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: N,N'-bis(5-bromo-2-hydroxybenzyl)-N,N'-bis((2-pyridyl)methyl)ethylenediamine
• 英文别名: N,N'-bis-(2-hydroxy-5-bromo-benzyl)-N,N'-bis-(pyridin-2-ylmethyl)ethylenediamine；4-Bromo-2-[[2-[(5-bromo-2-hydroxyphenyl)methyl-(pyridin-2-ylmethyl)amino]ethyl-(pyridin-2-ylmethyl)amino]methyl]phenol
• CAS: 162586-71-2
• 化学式: C₂₈H₂₈Br₂N₄O₂
• 分子量: 612.364
• InChiKey: HLMQYHMWLXLAMF-UHFFFAOYSA-N

物化性质

• 沸点：
  661.5±50.0 °C(Predicted)
• 密度：
  1.528±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  72.7
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  iron perchlorate hexahydrate 、 N,N'-bis(5-bromo-2-hydroxybenzyl)-N,N'-bis((2-pyridyl)methyl)ethylenediamine 以 甲醇 为溶剂， 生成 [Fe(N,N'-bis-(2-hydroxy-5-bromo-benzyl)-N,N'-bis-(pyridin-2-ylmethyl)ethylenediamine(2-))]ClO4
  参考文献：
  名称：

  模型配合物中含铁酪氨酸的金属酶的给电子基团和吸电子基团的电子效应。

  摘要：

  三种新的具有配体N，N'-双（2-羟基苄基）-N，N'-双（吡啶-2-基甲基）乙二胺H2bbpen的铁（III）配合物，带有给电子和吸电子基团（Me，合成并通过红外光谱，ESI质谱和CHN元素分析对苯酚环5位的Br，NO2）进行了全面表征。确定了含有NO2和Me基团的铁（III）配合物的X射线结构。通过UV-可见光谱，循环伏安法和X射线晶体学检测取代基对络合物电子性能的影响。获得了取代基的Hammett参数（sigma（p））与Fe（III）/ Fe（II）氧化还原电势或配合物的配体-金属电荷转移（LMCT）过程之间的线性相关性。

  DOI：

  10.1021/ic050869o

文献信息

• Homotrinuclear Lanthanide(III) Arrays:  Assembly of and Conversion from Mononuclear and Dinuclear Units
  作者：Ika A. Setyawati、Shuang Liu、Steven J. Rettig、Chris Orvig

  DOI：10.1021/ic991170j

  日期：2000.2.1

  CH3OH.3.65H2O were solved by X-ray crystallography. The [LnL(NO3)] or [Ln2L2(NO3)]+ complexes could be converted to [Ln3L2(X)n(CH3OH)]+ complexes by the addition of 1 equiv of a Ln(III) salt and 2-3 equiv of sodium acetate in methanol. The trinuclear complexes were found to be the most stable of the three types, which was evident from the presence of the intact monocationic high molecular weight parent

  潜在的六齿H2bbpen（N，N'-双（2-羟基苄基）-N，N'-双（2-吡啶基甲基）-乙二胺，H2L1），H2（Cl）bbpen（N，N'-bis（5 -氯-2-羟基苄基）-N，N'-双（2-吡啶基甲基）乙二胺，H2L2）和H2（Br）bbpen（N，N'-双（5-溴-2-羟基苄基）-N，N在甲醇中存在碱的情况下，带有Ln（III）离子的'-双（2-吡啶基甲基）乙二胺H2L3）形成三种类型的络合物：中性单核（[LnL（NO3）]），单阳离子双核（[Ln2L2（ ）] +）和单阳离子三核（[Ln3L2（X）n（CH3OH）] +），其中X =桥连（CH3COO-）和双齿配体（ -，CH3COO-，ClO4-），n为4。配合物的形成取决于碱（氢氧化物或乙酸盐）和各个Ln（III）离子的大小。所有配合物均通过红外光谱，质谱，和元素分析；在某些情况下，还进行了X射线衍射研究。中性单核[
• Gallium and Indium Complexes of Hexadentate Ligands Containing Pendant Pyridyl and Phenolate Groups
  作者：Ernest Wong、Shuang Liu、Steve Rettig、Chris Orvig

  DOI：10.1021/ic00115a036

  日期：1995.5

  Gallium and indium complexes of N,N'-bis(2-hydroxybenzyl)-N,N'-bis(2-methylpyridyl)ethylenediami (H(2)bbpen), N,N'-bis(S-bromo-2-hydroxybenzyl)-N,N-bis(2-methylpyridyl)ethylenediamine (H(2)Bbbpen), and N,N'-bis(5-chloro-2-hydroxybenzyl)-N,N-bis (2-methylpyridyl)ethylenediamine (H(2)Clbbpen) were prepared and characterized by spectroscopic techniques and crystallographic analyses. H(2)bbpen, H(2)Brbbpen, and H(2)Clbbpen were prepared in excellent yield by the reactions of 2-picolyl chloride with N,N'-bis(2-hydroxybenzyl)ethylenediamine (H-2- bben),N,N'-bis(S-bromo-2-hydroxybenzyl)ethylenediamine (HzBrbben), and N,N'-bis(S-chloro-2-hydroxybenzyl)ethylenediamine (H(2)Clbben), respectively. Characterization of H(2)bbpen and its substituted analogs showed these compounds to be symmetrical about the ethylene moiety of the ethylenediamine backbone. This symmetry is maintained in the metal complexes of these compounds. There are six potential sites for coordination to a metal ion: two amine nitrogens, two phenolate oxygens, and two pyridyl nitrogens. A series of monocationic metal complexes were obtained from the reactions of Ga3+ and In3+ with H(2)bbpen, H(2)Brbbpen, and H(2)Clbbpen in the presence of 2 equiv of base (acetate). Crystals of [Ga(Clbbpen)]ClO4 are triclinic, of space group P ($) over bar 1, with 11.1563(6) Angstrom, b = 14.1365(6) Angstrom, c = 9.9296(7) Angstrom, alpha = 98.395(4)degrees, beta = 107.094(5)degrees, gamma = 70.751(4)degrees, and Z = 2, and those of [In(Clbbpen)]ClO4 are monoclinic, of space group P2(1)/c, with a = 9.693(1) Angstrom, b = 21.821(2) Angstrom, c = 14.428(1) Angstrom, beta = 109.413(7)degrees, and Z = 4. The structures were solved by heavy atom methods and were refined by full-matrix least-squares procedures to R = 0.035 and 0.030 for 5777 and 6002 reflections with I greater than or equal to 3 because sigma(I), respectively. Both Ga3+ and In3+ were coordinated in a distorted octahedral geometry by an N2N'O-2(2) donor set. Greater distortion was observed in the octahedral geometry of the [In(Clbbpen)]ClO4 complex versus the [Ga(CIbbpen)]ClO4 complex. H-1 NMR spectral data of the metal complexes showed rigid solution structures for all the Ga and In complexes; no evidence of fluxional behavior was observed at solution temperatures as high as 120 degrees C.