(吡啶-2-甲醛-2'-吡啶基叠氮酸)铜(II) | 46847-77-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: (吡啶-2-甲醛-2'-吡啶基叠氮酸)铜(II)
• 英文名称: [1-(α-pyridylmethylene)-2-(α-pyridyl)hydrazine]copper(II) chloride
• 英文别名: CuCl2(2-pyridinecarboxaldehyde 2-pyridylhydrazone)；copper;N-[(E)-pyridin-2-ylmethylideneamino]pyridin-2-amine;dichloride
• CAS: 46847-77-2
• 化学式: C₁₁H₁₀Cl₂CuN₄
• 分子量: 332.679
• InChiKey: ZSBOBRWJUGVWQC-LQFHBUQSSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -4.07
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲醇 、 (吡啶-2-甲醛-2'-吡啶基叠氮酸)铜(II) 在 NEt₃ 作用下， 以 甲醇 为溶剂， 生成 CuCl(methanol)(2-pyridinecarboxaldehyde 2-pyridylhydrazone(-1H))
  参考文献：
  名称：

  ON–OFF Switching of the Solvatochromic Behavior of a Copper(II)–Hydrazone Complex Induced by Protonation/Deprotonation

  摘要：

  我们合成了一种新的铜(II)-腙配合物 [Cu(paph)Cl(CH3OH)]（Hpaph：2-吡啶甲醛 2-吡啶腙）（1），并通过单晶 X 射线衍射和紫外可见光谱对其进行了表征。该复合物在质子化/去质子化作用下显示出独特的颜色变化，并在腙分子质子化/去质子化作用的基础上显示出有趣的溶解变色行为的 ON-OFF 开关。

  DOI：

  10.1246/cl.2011.1335
• 作为产物：
  描述：

  copper(II) choride dihydrate 、 2-吡啶甲醛 2-(2-吡啶基)腙 以 甲醇 为溶剂， 以82%的产率得到(吡啶-2-甲醛-2'-吡啶基叠氮酸)铜(II)
  参考文献：
  名称：

  Spectroscopic, structure and DFT studies of copper(II) and palladium(II) complexes of pyridine-2-carboxaldehyde-2-pyridylhydrazone: A chromogenic agent for palladium(II)

  摘要：

  A heterocyclic hydrazone ligand, pyridine-2-carboxaldehyde-2-pyridylhydrazone, HL, 1, was investigated as a new chromogenic agent for selective detection of Pd2+ The ligand HL, 1, undergoes 1.1 complexation with Pd2+ and Cu2+ to form complexes [Pd(L)Cl], 1a and [Cu(HL)Cl-2], 1b respectively The complex 1a gives a characteristic absorption peak at 536 run with distinct reddish-pink coloration. The change in color can easily be distinguished from other metal complexes by the naked eye. No obvious interference was observed in the presence of other metal ions (Na+, K+, Mg2+, Ca2+, Al3+, Mn2+, Fe3+, Co2+, Ni2+, Cu2+, Zn2+, Cd2+, Sn2+, Hg2+, Pb2+). The association constants, K-ass (UV-Vis), were found to be 5.52 +/- 0 004 x 10(4) for 1a and 4.94 +/- 0.006 x 10(4) for 1b at 298 K. On excitation at 295 nm, the ligand HL, 1 strongly emits at 372 nm due to an intraligand (1)(pi-pi') transition Upon complexation the emission peaks are blue shifted (lambda(ex) 295 nm, lambda(em) 358 nm for 1a and lambda(ex) 295 nm, 367 nm for 1b) along with a quenching (F/F-0 0.32 for 1a and 0 88 for 1b) in the emission intensity. OFT and TDDFT calculations were highly consistent with the spectroscopic behavior of the ligand and complexes. The molecular structure of the complex 1b has been determined by single crystal X-ray diffraction studies (C) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.poly.2009.12.008

文献信息

• Synthesis, characterization and antitumour properties of some metal(II) complexes of 2-pyridinecarboxaldehyde 2′-pyridylhydrazone and related compounds
  作者：M. Mohan、M.P. Gupta、L. Chandra、N.K. Jha

  DOI：10.1016/s0020-1693(00)83485-4

  日期：1988.1

  metal(II) complexes appeared to be monomeric, high-spin, five-coordinate (square-pyramidal) (X = Cl − or OAc − ), except for Ni(PCPH)Cl 2 which is polymeric, high-spin, six-coordinate. Each ligand behaved as a tridentate NNN donor, via the pyridine nitrogen, azomethine nitrogen, and pyridine or quinoline nitrogen. One of the most active agents of this series, Cu(PCPH)Cl 2 , showed antitumour activity against

  摘要2-吡啶羧甲醛2'-吡啶hydr（PCPH）及其相关化合物与锰（II），铁（II），钴（II），镍（Il），铜（II），锌（II）和铂（）的金属配合物II）的合成和表征包括低至液氮温度的磁化率测量，以及电子，红外，电子自旋共振和Mossbauer光谱。除了Ni（PCPH）Cl 2是聚合物，高自旋，六坐标。每个配体通过吡啶氮，偶氮甲氮氮和吡啶或喹啉氮作为三齿NNN供体。该系列中最活跃的药物之一Cu（PCPH）Cl 2表现出对多种移植肿瘤的抗肿瘤活性，包括肉瘤180，埃里希氏癌和对α（N）-杂环羧甲醛硫代半脲酮敏感的L1210白血病。该药可抑制肉瘤180腹水细胞的3 H-胸苷和3 H-尿苷掺入DNA和RNA。蛋白生物合成对该试剂的作用相对不敏感。
• ON–OFF Switching of the Solvatochromic Behavior of a Copper(II)–Hydrazone Complex Induced by Protonation/Deprotonation
  作者：Mee Chang、Atsushi Kobayashi、Ho-Chol Chang、Kiyohiko Nakajima、Masako Kato

  DOI：10.1246/cl.2011.1335

  日期：2011.12.5

  A new copper(II)–hydrazone complex, [Cu(paph)Cl(CH3OH)] (Hpaph: 2-pyridinecarboxaldehyde 2-pyridylhydrazone) (1) has been synthesized and characterized by single-crystal X-ray diffraction and UV–vis spectroscopy. This complex shows distinctive color changes by the protonation/deprotonation and exhibits interesting ON–OFF switching of solvatochromic behavior on the basis of the protonation/deprotonation of the hydrazone moiety.

  我们合成了一种新的铜(II)-腙配合物 [Cu(paph)Cl(CH3OH)]（Hpaph：2-吡啶甲醛 2-吡啶腙）（1），并通过单晶 X 射线衍射和紫外可见光谱对其进行了表征。该复合物在质子化/去质子化作用下显示出独特的颜色变化，并在腙分子质子化/去质子化作用的基础上显示出有趣的溶解变色行为的 ON-OFF 开关。
• Spectroscopic, structure and DFT studies of copper(II) and palladium(II) complexes of pyridine-2-carboxaldehyde-2-pyridylhydrazone: A chromogenic agent for palladium(II)
  作者：Soma Mukherjee、Santanu Chowdhury、Asoke P. Chattopadhyay、Helen Stoeckli-Evans

  DOI：10.1016/j.poly.2009.12.008

  日期：2010.2

  A heterocyclic hydrazone ligand, pyridine-2-carboxaldehyde-2-pyridylhydrazone, HL, 1, was investigated as a new chromogenic agent for selective detection of Pd2+ The ligand HL, 1, undergoes 1.1 complexation with Pd2+ and Cu2+ to form complexes [Pd(L)Cl], 1a and [Cu(HL)Cl-2], 1b respectively The complex 1a gives a characteristic absorption peak at 536 run with distinct reddish-pink coloration. The change in color can easily be distinguished from other metal complexes by the naked eye. No obvious interference was observed in the presence of other metal ions (Na+, K+, Mg2+, Ca2+, Al3+, Mn2+, Fe3+, Co2+, Ni2+, Cu2+, Zn2+, Cd2+, Sn2+, Hg2+, Pb2+). The association constants, K-ass (UV-Vis), were found to be 5.52 +/- 0 004 x 10(4) for 1a and 4.94 +/- 0.006 x 10(4) for 1b at 298 K. On excitation at 295 nm, the ligand HL, 1 strongly emits at 372 nm due to an intraligand (1)(pi-pi') transition Upon complexation the emission peaks are blue shifted (lambda(ex) 295 nm, lambda(em) 358 nm for 1a and lambda(ex) 295 nm, 367 nm for 1b) along with a quenching (F/F-0 0.32 for 1a and 0 88 for 1b) in the emission intensity. OFT and TDDFT calculations were highly consistent with the spectroscopic behavior of the ligand and complexes. The molecular structure of the complex 1b has been determined by single crystal X-ray diffraction studies (C) 2009 Elsevier Ltd All rights reserved