2-hydroxy-4-methyl-2'-(2-picolyl-thio)azobenzene | 807612-47-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2-hydroxy-4-methyl-2'-(2-picolyl-thio)azobenzene
• 英文别名: 2-(2-pyridylmethylthio)-phenylazo-(4-methyl)phenol；C5H4NCH2SC6H4NNC6H3MeOH；4-Methyl-6-[2-(2-{[(pyridin-2-yl)methyl]sulfanyl}phenyl)hydrazinylidene]cyclohexa-2,4-dien-1-one；4-methyl-2-[[2-(pyridin-2-ylmethylsulfanyl)phenyl]diazenyl]phenol
• CAS: 807612-47-1
• 化学式: C₁₉H₁₇N₃OS
• 分子量: 335.429
• InChiKey: YGIHOIUEDVIRDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-hydroxy-4-methyl-2'-(2-picolyl-thio)azobenzene 、 copper(II) perchlorate 以 甲醇 为溶剂， 生成 copper(II)(2-hydroxy-4-methyl-2'-(2-picolyl-thio)azobenzene(-H)(1-))(perchlorate)
  参考文献：
  名称：

  Copper(II) complexes of new tetradentate NSNO pyridylthioazophenol ligands: synthesis, spectral characterization and crystal structure

  摘要：

  Copper(II) complexes of a series of new tetradentate NSNO ligands were synthesized and characterized spectroscopically. The ligands were also characterized by elemental analyses, IR, H-1 NMR, FAB-MS and UV-Vis spectroscopy. The solid-state structures of two complexes 2a and 4a were established by X-ray crystallography. The geometry about the copper ion of the complexes is dependent on the counter anion of the copper salt used. The five-coordinated copper ion is distorted square pyramidal when SCN- or Cl- ligate with the copper(II) ion, occupying the equatorial position, whereas the geometry about the four-coordinated copper ion is square planar when the counter anion is perchlorate. The electronic spectra of 2 and 3 in methanol show that the distortion of square pyramidal towards trigonal bipyramidal geometry about the copper ion of the complexes in solution is dependent on the presence of the electron withdrawing group. All the complexes exhibit a band for S(sigma) --> Cu(II) charge transfer (LMCT) in the range of 380-394 nm. The EPR spectra of complexes 2 and 3 are consistent with the fact that the unpaired electron is predominantly in the dx(2)-y(2) orbital as g(II) > g(I). The redox behavior of all the complexes in methanol was studied by CV using TBAP as the supporting electrolyte. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2004.07.023

文献信息

• Nickel(II) complexes of tetradentate NSNO pyridylthioazophenol ligands: Synthesis, characterization and crystal structure
  作者：Pulak K. Dhara、Sandipan Sarkar、Michael G.B. Drew、Munirathinam Nethaji、Pabitra Chattopadhyay

  DOI：10.1016/j.poly.2008.04.026

  日期：2008.8

  Two sets of nickel(11) complexes of a series of tetradentate NSNO ligands were synthesized and isolated in their pure form. All these complexes, formulated as [Ni(L)Cl](2) and [Ni(L)(N-3)](2) [HL = pyridylthioazophenols], were characterized using physicochemical and spectroscopic tools. The solid-state structures of two complexes (1a and 2a) were established by X-ray crystallography. The geometry about the nickel ion of the complexes is octahedral and the complexes are dimeric in nature. In 1, two Ni(II) ions are bridged by two Cl- anions while in 2 they are bridged by two azide ions in a mu-1,1-bridging fashion. (C) 2008 Elsevier Ltd. All rights reserved.
• Ruthenium (III) complexes of tetradentate NSNO pyridylthioazophenolates: Synthesis, spectral studies, crystal structure and redox properties
  作者：Pulak K. Dhara、Michael G.B. Drew、Pabitra Chattopadhyay

  DOI：10.1016/j.poly.2005.12.020

  日期：2006.6

  A family of ruthenium (III) complexes of tetradentate monobasic NSNO donor chelators (HL) have been synthesized and isolated in their pure form. On chromatographic separation, trans-dichloro and cis-dichloro ruthenium (111) complexes of pyridylthioazophenolates are eluted using 19:1 and 7:3 (v/v) DCM-MeOH mixtures, respectively. Both cis and trans isomers of the dark brown colored ruthenium (111) complexes, having the general formula of [Ru(L)Cl-2], have been characterized by elemental analyses, spectroscopic and other physico-chemical tools. The magnetic moments of both the cis- and trans-[Ru(L)Cl-2] complexes are in the range of 1.71-1.79 BM. One of the complexes, trans-[Ru(L1)Cl-2] (2a), has been subjected to single-crystal X-ray analysis which confirms that the chlorines are in mutually trans positions in the molecule. The EPR spectra of the cis-[Ru(L)Cl-2] complexes (1) in DMF are consistent with the fact that the complexes are low-spin octahedral with one unpaired electron having three different g values (g(x) not equal g(y) not equal g(z)) complexes are monomeric with an octahedral coordination sphere. The electrochemical studies of [Ru(L)Cl,] in DMF show a quasi-reversible voltammogram. The reduction potentials for the cis-isomers are comparatively lower than those of the corresponding trans isomers. On reaction with the bidentate bipyridyl ligand in the presence of AgNO3, the cis-[Ru(L)Cl-2] complexes (1) produce a series of complexes with the general formula [Ru(L)(bpy)(2)](PF6)(2) (3). which have also been characterized by elemental analyses, spectroscopic and other physico-chemical tools. (c) 2006 Elsevier Ltd. All rights reserved.