3-methyl-N'-[(2-hydroxy-1-naphthyl)methylidene]benzohydrazide | 316131-03-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-methyl-N'-[(2-hydroxy-1-naphthyl)methylidene]benzohydrazide
• 英文别名: N-[(2-hydroxynaphthalen-1-yl)methylideneamino]-3-methylbenzamide
• CAS: 316131-03-0
• 化学式: C₁₉H₁₆N₂O₂
• 分子量: 304.348
• InChiKey: NKMIFXGQZIRIDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 bis(acetylacetonate)oxovanadium 、 3-methyl-N'-[(2-hydroxy-1-naphthyl)methylidene]benzohydrazide 以 甲醇 为溶剂， 以75%的产率得到[oxovanadium(V)(OMe)(3-methyl-N'-[(2-hydroxy-1-naphthyl)methylidene]benzohydrazide(-H))]2
  参考文献：
  名称：

  Two New Oxovanadium(V) Complexes with Hydrazone Ligands: Synthesis, Characterization, and Structure

  摘要：

  The reaction of [VO(acac)2] with 3-methyl-N'-[1-(2-hydroxynaphthyl)ethylidene]benzohydrazide (H2L1) and 3-methyl-N'-[(2-hydroxy-1-naphthyl)methylidene]benzohydrazide (H2L2), respectively, in methanol affords two new oxovanadium(V) complexes, [VO(OMe)L1]2 (1) and [VO(OMe)(HOMe)L2] (2). Both complexes have been characterized by elemental analysis, I.R., and single crystal X-ray diffraction methods. Complex (1) is a methoxide-bridged dinuclear oxovanadium(V) compound, while complex (2) is a mononuclear oxovanadium(V) compound. The dinegative hydrazone ligands coordinate to the metal atoms through phenolate, imine, and deprotonated amine donor atoms. The geometry around each vanadium atom is a distorted VNO5 octahedron in both complexes.

  DOI：

  10.1080/15533174.2011.555873
• 作为产物：
  描述：

  间甲基苯甲酸 在 氯化亚砜 、 一水合肼 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 3-methyl-N'-[(2-hydroxy-1-naphthyl)methylidene]benzohydrazide
  参考文献：
  名称：

  酰胺-亚胺缀合物的 Mo(VI) 配合物，用于调节 Y(III) 与 Pb(II) 荧光识别的选择性

  摘要：

  两个酰胺-亚胺缀合物，即。制备了3-甲基-苯甲酸(4-二乙氨基-2-羟基-亚苄基)-酰肼( L1 )和3-甲基-苯甲酸(2-羟基-萘-1-亚甲基)-酰肼( L2 )，并用于进一步合成 Mo( VI ) 配合物（分别为M1和M2）。单晶X射线衍射分析证实了它们的结构。有趣的是，M1在两个不同波长下选择性识别 Y 3+和 Pb 2+，而M2选择性地与 Y 3+相互作用，结合常数非常高，为 1.3 × 10 5 M -1。所提出的传感机制涉及Y 3+ /Pb 2+从各自的Mo( VI )络合物中置换Mo( VI )。TCSPC 实验还证实了“开启”荧光过程。利用M1对阳离子的荧光识别构建了逻辑门。DFT 研究证实了阳离子-探针相互作用，并允许探索轨道能量参数。

  DOI：

  10.1039/d2ra06035c

文献信息

• Two New Oxovanadium(V) Complexes with Hydrazone Ligands: Synthesis, Characterization, and Structure
  作者：Ning Wang

  DOI：10.1080/15533174.2011.555873

  日期：2011.4.21

  The reaction of [VO(acac)2] with 3-methyl-N'-[1-(2-hydroxynaphthyl)ethylidene]benzohydrazide (H2L1) and 3-methyl-N'-[(2-hydroxy-1-naphthyl)methylidene]benzohydrazide (H2L2), respectively, in methanol affords two new oxovanadium(V) complexes, [VO(OMe)L1]2 (1) and [VO(OMe)(HOMe)L2] (2). Both complexes have been characterized by elemental analysis, I.R., and single crystal X-ray diffraction methods. Complex (1) is a methoxide-bridged dinuclear oxovanadium(V) compound, while complex (2) is a mononuclear oxovanadium(V) compound. The dinegative hydrazone ligands coordinate to the metal atoms through phenolate, imine, and deprotonated amine donor atoms. The geometry around each vanadium atom is a distorted VNO5 octahedron in both complexes.
• Mo(<scp>vi</scp>) complexes of amide–imine conjugates for tuning the selectivity of fluorescence recognition of Y(<scp>iii</scp>) <i>vs.</i> Pb(<scp>ii</scp>)
  作者：Sudeshna Chatterjee、Sabyasachi Ta、Somnath Khanra、Debasis Das

  DOI：10.1039/d2ra06035c

  日期：——

  Two amide–imine conjugates, viz. 3-methyl-benzoic acid (4-diethylamino-2-hydroxy-benzylidene)-hydrazide (L1) and 3-methyl-benzoic acid (2-hydroxy-naphthalen-1-ylmethylene)-hydrazide (L2), have been prepared and used for a further synthesis of Mo(VI) complexes (M1 and M2, respectively). Single crystal X-ray diffraction analysis confirmed their structures. Interestingly, M1 selectively recognizes Y3+

  两个酰胺-亚胺缀合物，即。制备了3-甲基-苯甲酸(4-二乙氨基-2-羟基-亚苄基)-酰肼( L1 )和3-甲基-苯甲酸(2-羟基-萘-1-亚甲基)-酰肼( L2 )，并用于进一步合成 Mo( VI ) 配合物（分别为M1和M2）。单晶X射线衍射分析证实了它们的结构。有趣的是，M1在两个不同波长下选择性识别 Y 3+和 Pb 2+，而M2选择性地与 Y 3+相互作用，结合常数非常高，为 1.3 × 10 5 M -1。所提出的传感机制涉及Y 3+ /Pb 2+从各自的Mo( VI )络合物中置换Mo( VI )。TCSPC 实验还证实了“开启”荧光过程。利用M1对阳离子的荧光识别构建了逻辑门。DFT 研究证实了阳离子-探针相互作用，并允许探索轨道能量参数。