thiobenzoic acid-([1]naphthylmethylene-hydrazide) | 100146-13-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: thiobenzoic acid-([1]naphthylmethylene-hydrazide)
• 英文别名: Thiobenzoesaeure-([1]naphthylmethylen-hydrazid)；N'--thiobenzoesaeure-hydrazid；Naphthaldehyd-(1)-thiobenzoylhydrazon；N-(naphthalen-1-ylmethylideneamino)benzenecarbothioamide
• CAS: 100146-13-2
• 化学式: C₁₈H₁₄N₂S
• 分子量: 290.389
• InChiKey: IUMIAJNHTPOWMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tris(triphenylphosphine)ruthenium(II) chloride 、 thiobenzoic acid-([1]naphthylmethylene-hydrazide) 在 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以78%的产率得到cis-[Ru(PPh3)2(HL1)2]
  参考文献：
  名称：

  Complexes of cis-bis(triphenylphosphine)ruthenium(II) with N,S-donor thiobenzhydrazones of polycyclic aromatic aldehydes: Synthesis, properties and structures

  摘要：

  Reactions of [Ru(PPh3)(3)Cl-2], H2Ln (polycyclic aromatic aldehyde thiobenzhydrazones ArCH=NNHC(=S) Ph, n = 1-4 for Ar = 1-naphthalenyl, 9-anthracenyl, 9- phenanthryl and 1-pyrenyl, respectively) and NaOAc in 1:2:2 mol ratio in methanol produces ruthenium(II) complexes of formula cis-[Ru(PPh3)(2)(HLn)(2)] (1-4) in 80% yields. Microanalysis (CHN), magnetic susceptibility, solution conductivity, spectroscopic (IR, UV-Vis, NMR and fluorescence) and cyclic voltammetric measurements have been used for the characterization of 1-4. The complexes are non-electrolytic and diamagnetic. In the electronic spectra, the complexes display multiple absorptions within 505-245 nm due to metal-to-ligand charge transfer and ligand centred transitions. The emission spectral features of 1-4 indicate ligand centred emissive states. Molecular structures of 3 and 4 have been determined by X-ray crystallography. In each of 3 and 4, two thioamidate- N,S coordinating (HLn) and two mutually cis oriented PPh3 molecules assemble a distorted octahedral N2S2P2 coordination sphere around the metal centre. Cyclic voltammograms of 1-4 show an oxidation response within E-1/2 = 0.76-0.86 V (Delta E-p = 90-100 mV) versus Ag/AgCl. (c) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2014.01.002
• 作为产物：
  描述：

  二硫代苯甲酸甲酯 在 一水合肼 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 2.0h， 生成 thiobenzoic acid-([1]naphthylmethylene-hydrazide)
  参考文献：
  名称：

  Jensen,K.A.; Pedersen,C., Acta Chemica Scandinavica (1947), 1961, vol. 15, p. 1097 - 1103

  摘要：

  DOI：

文献信息

• Jensen,K.A.; Pedersen,C., Acta Chemica Scandinavica (1947), 1961, vol. 15, p. 1097 - 1103
  作者：Jensen,K.A.、Pedersen,C.

  DOI：——

  日期：——
• Complexes of cis-bis(triphenylphosphine)ruthenium(II) with N,S-donor thiobenzhydrazones of polycyclic aromatic aldehydes: Synthesis, properties and structures
  作者：Koppanathi Nagaraju、Samudranil Pal

  DOI：10.1016/j.ica.2014.01.002

  日期：2014.3

  Reactions of [Ru(PPh3)(3)Cl-2], H2Ln (polycyclic aromatic aldehyde thiobenzhydrazones ArCH=NNHC(=S) Ph, n = 1-4 for Ar = 1-naphthalenyl, 9-anthracenyl, 9- phenanthryl and 1-pyrenyl, respectively) and NaOAc in 1:2:2 mol ratio in methanol produces ruthenium(II) complexes of formula cis-[Ru(PPh3)(2)(HLn)(2)] (1-4) in 80% yields. Microanalysis (CHN), magnetic susceptibility, solution conductivity, spectroscopic (IR, UV-Vis, NMR and fluorescence) and cyclic voltammetric measurements have been used for the characterization of 1-4. The complexes are non-electrolytic and diamagnetic. In the electronic spectra, the complexes display multiple absorptions within 505-245 nm due to metal-to-ligand charge transfer and ligand centred transitions. The emission spectral features of 1-4 indicate ligand centred emissive states. Molecular structures of 3 and 4 have been determined by X-ray crystallography. In each of 3 and 4, two thioamidate- N,S coordinating (HLn) and two mutually cis oriented PPh3 molecules assemble a distorted octahedral N2S2P2 coordination sphere around the metal centre. Cyclic voltammograms of 1-4 show an oxidation response within E-1/2 = 0.76-0.86 V (Delta E-p = 90-100 mV) versus Ag/AgCl. (c) 2014 Elsevier B.V. All rights reserved.