4-tolylazo-2-pyridine | 147162-28-5

• 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: 4-tolylazo-2-pyridine
• 英文别名: 2-(p-tolylazo)pyridine；dichloro-(2-[(E)-2-(4-methylphenyl)-1-diazenyl]pyridine)；2-p-Tolylazo-pyridin
• CAS: 147162-28-5
• 化学式: C₁₂H₁₁N₃
• 分子量: 197.239
• InChiKey: BESWTOIHYCYWCB-CCEZHUSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  37.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-tolylazo-2-pyridine 在 盐酸 作用下， 以 乙腈 为溶剂， 以63%的产率得到
  参考文献：
  名称：

  Mild Synthesis of a Family of Planar Triazinium Cations via Proton-Assisted Cyclization of Pyridyl Containing Azo Compounds and Studies on DNA Intercalation

  摘要：

  An efficient synthesis of a family of heteroaromatic triazinium compounds, [2a]X-[2g]X (X= Cl, ClO4, NO3, and HSO4), from 2-(arylazo)pyridines via proton-catalyzed heterocyclization is described. Characterization of the compounds is made by different spectroscopic, electrochemical techniques, as well as single-crystal structure determination of the triflate salt of a representative compound, [2a]CF3SO3. The bond parameters indicate that the tricyclo compound, 2a(+), is planar and aromatic with a N-N bond length of 1.275(6) angstrom. These exhibited fluorescence with an emission maximum in the range of 540-535 nm with moderate quantum yields. The triazinium salts can be reduced in two successive one-electron steps as probed by cyclic voltammetry and coulometry. The paramagnetic radical intermediate 2a(center dot) is distinguished by a sharp and intense EPR spectrum. Fluorescence spectroscopy, circular dichroism, cyclic voltammetry, viscosity measurements, together with DNA melting studies have been used to characterize the binding of 2a+ with calf thymus DNA. The emission quenching of the compound by [Fe(CN)(6)](4-) decreased when bound to DNA. As determined by a MTT assay, 2a+ exhibited significant cytotoxicity at a higher concentration range of 1 mg/mL to 1 mu g/mL; however, the % survival ratio increased with dilution. Cellular uptake studies of the referenced compound were followed by FACS analysis.

  DOI：

  10.1021/ja710211u
• 作为产物：
  描述：

  2-氨基吡啶 、 4-硝基甲苯 在 sodium 、 甲苯 作用下， 生成 4-tolylazo-2-pyridine
  参考文献：
  名称：

  The Preparation of Pyridine Azo Compounds¹

  摘要：

  DOI：

  10.1021/ja01154a031

文献信息

• [EN] RESISTIVE MEMORY DEVICES BASED ON METAL COORDINATED REDOX ACTIVE LIGANDS<br/>[FR] DISPOSITIFS À MÉMOIRE RÉSISTIVE BASÉS SUR DES LIGANDS À ACTIVITÉ REDOX COORDONNÉS À UN MÉTAL
  申请人：NAT UNIV SINGAPORE

  公开号：WO2019066729A1

  公开（公告）日：2019-04-04

  Disclosed herein is a compound of formula (I): [M(L)n]m+ (Ay-)z (I) wherein M represents Ru, Fe, Co, Rh, Ir, Ni, Os, Cr, Cu or Mn; A represents an anionic group having a charge y, wherein y is 1 to 4, m is 1 to 4, n is 2 to 6, z is 1 to 4, and L is a ligand selected from the ligand of formula (ll)-(VII). In preferred embodiments, ligand L is 2-(phenylazo)pyridine or 2,6-bis(phenylazo))pyridine. The compound of formula (I) can be used in the formation of a resistive memory device, which is based on the low potential redox-states of metal complexes of redox active ligands. Also disclosed herein are methods of manufacturing such devices and their uses.

  本文揭示的是式(I)的化合物：[M(L)n]m+ (Ay-)z (I)，其中M代表Ru、Fe、Co、Rh、Ir、Ni、Os、Cr、Cu或Mn；A代表带有电荷y的阴离子基团，其中y为1至4，m为1至4，n为2至6，z为1至4，L是从式(ll)-(VII)的配体中选择的配体。在优选实施例中，配体L为2-(苯基偶氮基)吡啶或2,6-双(苯基偶氮基)吡啶。式(I)的化合物可用于形成基于金属配合物的低电位氧化还原活性配体的抗性存储器件。本文还揭示了制造这类设备的方法及其用途。
• Synthesis, X-ray crystal structures and multinuclear NMR characterization of Hg(II) complexes of 2-[(E)-2-(aryl)-1-diazenyl]pyridine
  作者：Tushar S. Basu Baul、Antonin Lycka、Ray Butcher、Frank E. Smith

  DOI：10.1016/j.poly.2004.08.003

  日期：2004.9

  Abstract Syntheses and structural studies for the two complexes dichloro-2-[(E)-2-(4-methylphenyl)-1-diazenyl]pyridine}Hg(II) (1) and dichloro-2-[(E)-2-(3-methylphenyl)-1-diazenyl]pyridine}Hg(II) (2) are reported. The solid-state structures of the complexes were determined by X-ray diffraction methods and in addition, the complexes were characterized in solution using 1H, 13C and 199Hg NMR spectroscopy

  摘要二氯-2-[（（E）-2-（4-甲基苯基）-1-二氮烯基]吡啶} Hg（II）（1）和二氯-2-[（E））的配合物的合成与结构研究报道了-2-（3-甲基苯基）-1-二氮烯基]吡啶} Hg（II）（2）。通过X射线衍射法确定配合物的固态结构，此外，使用1H，13C和199Hg NMR光谱在溶液中对配合物进行表征。X射线结构揭示了配合物采用了令人惊讶的不同结构。配合物2具有扩展的聚合物结构，其中2-[（（E）-2-（3-甲基苯基）-1-二氮烯基]吡啶通过吡啶基氮作为单齿配体，并且所有氯原子用于桥接汞原子，而配合物1具有二聚体结构，其中2-[（（E）-2-（4-甲基苯基）-1-二氮烯基]吡啶通过吡啶基氮和一个偶氮氮作为二齿配体，每个末端带有氯Hg和汞原子之间的μ，μ'-二氯桥。但是，在两个配合物中，汞原子周围的配位几何形状都相似，每一个都显示出供体原子的扭曲三角双锥体排列。这些络合物通过1H，13C，199Hg
• Resistive memory devices based on metal coordinated redox active ligands
  申请人：AZOMETRIX

  公开号：US10984859B2

  公开（公告）日：2021-04-20

  Disclosed herein is a compound of formula (I): [M(L)n]m+(Ay−)z  (I) where A, M, L, n, m, y and z are as defined herein, which can be used in the formation of a resistive memory device. Also disclosed herein are methods of manufacturing such devices and their uses.

  本文公开了一种式 (I) 化合物： [M(L)n]m+(Ay-)z (I) 其中 A、M、L、n、m、y 和 z 如本文所定义，可用于形成电阻式存储器件。本文还公开了制造此类器件的方法及其用途。
• Basu Baul, T. S.; Dey, Debashis, Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1990, vol. 20, p. 541 - 558
  作者：Basu Baul, T. S.、Dey, Debashis

  DOI：——

  日期：——
• Dey, D.; Baul, T. S. Basu, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical
  作者：Dey, D.、Baul, T. S. Basu

  DOI：——

  日期：——