N'-(9-anthracenylidene)benzothiohydrazide | 339117-45-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: N'-(9-anthracenylidene)benzothiohydrazide
• 英文别名: N-(9-anhtryl)methylenethiobenzahydrazone；N-(anthracen-9-ylmethylideneamino)benzenecarbothioamide
• CAS: 339117-45-2
• 化学式: C₂₂H₁₆N₂S
• 分子量: 340.448
• InChiKey: GCBOADHXGFAGNR-UHFFFAOYSA-N

物化性质

• 沸点：
  546.0±33.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• 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 、 N'-(9-anthracenylidene)benzothiohydrazide 在 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 cis-[Ru(PPh₃)₂(HL²)_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：

  苯硫代甲酰肼 、 9-蒽甲醛 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 以90%的产率得到N'-(9-anthracenylidene)benzothiohydrazide
  参考文献：
  名称：

  N' -（9-蒽烯基）苯并硫酰肼的单核和四核环钯配合物：合成，结构和催化应用

  摘要：

  PdCl 2，LiCl，N '-（9-蒽烯基）苯并硫酰肼（H 2 L，2 Hs代表硫酰胺NH质子和9-蒽烯基周边质子）与NaOAc·3H 2 O的反应为1：2：1：1甲醇中的摩尔比产生[Pd 4（L）4 ]（1），产率为75％。用在丙酮中的PPh 3（1：4.5摩尔比）处理1，得到[Pd（L）（PPh 3）]（2），产率为72％。通过元素分析建立了反磁性和非电解1和2的分子式。1的分子结构和2通过单晶X射线衍射研究确定。在四核1中，钯（II）中心处于由四个（L）2−形成的扭曲的方平面CNS 2配位环境中，每个配位都充当形成硫代氨基甲酸酯S，偶氮甲硫氨酸5的5，6-元稠合螯合环。 N和9-蒽亚基peri - C供体连接至一个金属中心，并使用硫代氨基甲酸酯-S原子桥接另一个金属中心。在单核2中，（L）2-和PPh 3在钯（II）中心周围组装了扭曲的方平面CNSP配位环境。光谱（IR，NMR和U

  DOI：

  10.1016/j.jorganchem.2016.09.032

文献信息

• Synthesis and characterization of gallium complexes bearing N-arylmethylenethiobenzahydrazone ligands; crystal structure of diethyl[N-(4-N,N-dimethylamino)benzylidene thiobenzahydrazonato]gallium
  作者：Yingzhong Shen、Yiying Zhang、Ye Li、Xian Tao、Yan Wang

  DOI：10.1016/j.ica.2006.08.041

  日期：2007.4

  Five diethylgallium complexes of type Et2GaL [(L = N-(4-methoxy) benzylidenethiobenzahydrazonato (1), N-(3,4-dimethoxy)benzylidenethio benzahydrazonato (2), N-(4-N,N-dimethylamino)benzylidenethiobenza hydrazonato (3), N-(2-naphthyl)methylenethiobenzahydrazonato (4), N-(9-anthryl)methylenethiobenzahydrazonato (5)] have been synthesized by the reaction of triethylgallium with appropriate N-arylmethylene thiobenzahydrazones. The compounds obtained have been characterized by elemental analysis, H-1 NMR, IR and mass spectroscopies, respectively. The solid structure of 3 has been determined by X-ray single crystal analysis, in which Ga atom is four coordinate. The photoluminescent property of complex I was studied. The maximum emission wavelength is 475 nm upon radiation by UV light. (c) 2006 Elsevier B.V. All rights reserved.
• 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.
• Mono- and tetranuclear cyclopalladated complexes with N′-(9-anthracenylidene)benzothiohydrazide: Syntheses, structures and catalytic applications
  作者：G. Narendra Babu、Samudranil Pal

  DOI：10.1016/j.jorganchem.2016.09.032

  日期：2016.12

  Reaction of PdCl2, LiCl, N′-(9-anthracenylidene)benzothiohydrazide (H2L, 2 Hs represent the thioamide NH proton and the 9-anthracenylidene peri proton) and NaOAc·3H2O in 1:2:1:1 mole ratio in methanol produced [Pd4(L)4] (1) in 75% yield. Treatment of 1 with PPh3 (1:4.5 mole ratio) in acetone provided [Pd(L)(PPh3)] (2) in 72% yield. The molecular formulas of the diamagnetic and non-electrolytic 1 and

  PdCl 2，LiCl，N '-（9-蒽烯基）苯并硫酰肼（H 2 L，2 Hs代表硫酰胺NH质子和9-蒽烯基周边质子）与NaOAc·3H 2 O的反应为1：2：1：1甲醇中的摩尔比产生[Pd 4（L）4 ]（1），产率为75％。用在丙酮中的PPh 3（1：4.5摩尔比）处理1，得到[Pd（L）（PPh 3）]（2），产率为72％。通过元素分析建立了反磁性和非电解1和2的分子式。1的分子结构和2通过单晶X射线衍射研究确定。在四核1中，钯（II）中心处于由四个（L）2−形成的扭曲的方平面CNS 2配位环境中，每个配位都充当形成硫代氨基甲酸酯S，偶氮甲硫氨酸5的5，6-元稠合螯合环。 N和9-蒽亚基peri - C供体连接至一个金属中心，并使用硫代氨基甲酸酯-S原子桥接另一个金属中心。在单核2中，（L）2-和PPh 3在钯（II）中心周围组装了扭曲的方平面CNSP配位环境。光谱（IR，NMR和U