methyl-2-([2-(2-hydroxy-5-nitro-phenyl)methylidynenitrilo]ethyl)amino-1-cyclopentenedithiocarboxylate | 1234511-15-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: methyl-2-([2-(2-hydroxy-5-nitro-phenyl)methylidynenitrilo]ethyl)amino-1-cyclopentenedithiocarboxylate
• 英文别名: H2cd5NO2salen；2-[2-[[2-[methylsulfanyl(sulfanyl)methylidene]cyclopentylidene]amino]ethyliminomethyl]-4-nitrophenol
• CAS: 1234511-15-9
• 化学式: C₁₆H₁₉N₃O₃S₂
• 分子量: 365.477
• InChiKey: NZAPEUSQXGILPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  88.09
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  [Cu2(OAc)4(H2O)2] 、 methyl-2-([2-(2-hydroxy-5-nitro-phenyl)methylidynenitrilo]ethyl)amino-1-cyclopentenedithiocarboxylate 以 甲醇 、 氯仿 为溶剂， 以95%的产率得到(methyl-2-[N-[2-(5-nitro-2-phenolate)methylidynenitrilo]ethyl)aminato(-1)-1-cyclopentenedithiocarboxylatecopper(II)
  参考文献：
  名称：

  Synthesis, characterization and thermodynamic study of copper(II) complexes with unsymmetric tetradentate Schiff base ligands and X-ray structure of {methyl-2-[N-[2-(5-chloro-2-phenolate)methylidynenitrilo]ethyl}aminato(-1)-1-cyclopentenedithiocarboxylatecopper(II)

  摘要：

  A set of two Cu(II) complexes, [Cu(cdXsalen)] and [Cu(cdXsalMeen)] derived from Schiff base ligands (H(2)cdXsalen: methyl-2-{[2-(2-X-phenyl)methylidynenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate and H(2)cdXsalMeen: methyl-2-{[1-methyl-2-(2-X-phenyl)methylidynenitrilo]ethyl}amino-1-cyclopenteneithiocarboxylate where X = hydroxyl, methoxy, nitro, sodiumsulfite, chloro, bromo and H(2)cdMesalen: methyl-2-{[2-(2-hydroxyphenyl)ethylidynenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate; H(2)cdPhsalen: methyl-2-{[2-(2-hydroxyphenyl)phenylidynenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate; H(2)cdMesalMeen: methyl-2-{[1-methyl-2-(2- hydroxyphenyl)ethylidynenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate; H(2)cdPhsalMeen: methyl-2-{[1-methyl-2-(2-hydroxyphenyl)phenylidynenitrilo]ethyl}amino-1-cyclopentenedi-thiocarboxylate) with an unsymmetric NNOS coordination sphere have been synthesized and characterized by elemental analysis, IR, UV-Vis and mass spectrometry. The thermodynamic formation constants of the complexes were measured spectrophotometrically, at constant ionic strength 0.1 M (NaClO4), at 25 degrees C in DMF solvent. The trend of the complex formation for copper is as follow:[Cu(cdMesalen)] > [Cu(cdsalen)] > [Cu(cdPhsalen)][Cu(cdMesalMeen)] > [Cu(cdsalMeen)] > [Cu(cdPhsalMeen)]and[Cu(cd5OMesalen)] > [Cu(cd3OMesalen)] > [Cu(cd4OMesalen)][Cu(cd5OMesalMeen)] > [Cu(cd3OMesalMeen)] > [Cu(cd4OMesalMeen)]and[Cu(cd5OMesalen)] > [Cu(cdsalen)] > [Cu(cd5Brsalen)] > [Cu(cd5Clsalen)] > [Cu(cd5NO(2)salen)] > [Cu(cd5SO(3) Nasalen)][Cu(cd5OMesalMeen)] > [Cu(cdsalMeen)] > [Cu(cd5BrsalMeen)] > [Cu(cd5ClsalMeen)] > [Cu(cd5NO(2)salMeen)] > [Cu(cd5SO(3)NasalMeen)]and[Cu(cdXsalMeen > [Cu(cdXsalen)].The structure of {methyl-2-[N-[2-(5-chloro-2-phenolate)methylidynenitrilo]ethyl}aminato(-1)-1-cyclopentene-dithiocarboxylatecopper(II), [Cu(cd5Clsalen)], has been determined by X- ray crystallography. The complex shows normal planar geometry around the copper center. (c) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2009.07.025

文献信息

• Synthesis, characterization and thermodynamic study of copper(II) complexes with unsymmetric tetradentate Schiff base ligands and X-ray structure of {methyl-2-[N-[2-(5-chloro-2-phenolate)methylidynenitrilo]ethyl}aminato(-1)-1-cyclopentenedithiocarboxylatecopper(II)
  作者：Mozaffar Asadi、Khosro Mohammadi、Sheida Esmaielzadeh、Bijan Etemadi、Hoong-Kun Fun

  DOI：10.1016/j.ica.2009.07.025

  日期：2009.11

  A set of two Cu(II) complexes, [Cu(cdXsalen)] and [Cu(cdXsalMeen)] derived from Schiff base ligands (H(2)cdXsalen: methyl-2-[2-(2-X-phenyl)methylidynenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate and H(2)cdXsalMeen: methyl-2-[1-methyl-2-(2-X-phenyl)methylidynenitrilo]ethyl}amino-1-cyclopenteneithiocarboxylate where X = hydroxyl, methoxy, nitro, sodiumsulfite, chloro, bromo and H(2)cdMesalen: methyl-2-[2-(2-hydroxyphenyl)ethylidynenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate; H(2)cdPhsalen: methyl-2-[2-(2-hydroxyphenyl)phenylidynenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate; H(2)cdMesalMeen: methyl-2-[1-methyl-2-(2- hydroxyphenyl)ethylidynenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate; H(2)cdPhsalMeen: methyl-2-[1-methyl-2-(2-hydroxyphenyl)phenylidynenitrilo]ethyl}amino-1-cyclopentenedi-thiocarboxylate) with an unsymmetric NNOS coordination sphere have been synthesized and characterized by elemental analysis, IR, UV-Vis and mass spectrometry. The thermodynamic formation constants of the complexes were measured spectrophotometrically, at constant ionic strength 0.1 M (NaClO4), at 25 degrees C in DMF solvent. The trend of the complex formation for copper is as follow:[Cu(cdMesalen)] > [Cu(cdsalen)] > [Cu(cdPhsalen)][Cu(cdMesalMeen)] > [Cu(cdsalMeen)] > [Cu(cdPhsalMeen)]and[Cu(cd5OMesalen)] > [Cu(cd3OMesalen)] > [Cu(cd4OMesalen)][Cu(cd5OMesalMeen)] > [Cu(cd3OMesalMeen)] > [Cu(cd4OMesalMeen)]and[Cu(cd5OMesalen)] > [Cu(cdsalen)] > [Cu(cd5Brsalen)] > [Cu(cd5Clsalen)] > [Cu(cd5NO(2)salen)] > [Cu(cd5SO(3) Nasalen)][Cu(cd5OMesalMeen)] > [Cu(cdsalMeen)] > [Cu(cd5BrsalMeen)] > [Cu(cd5ClsalMeen)] > [Cu(cd5NO(2)salMeen)] > [Cu(cd5SO(3)NasalMeen)]and[Cu(cdXsalMeen > [Cu(cdXsalen)].The structure of methyl-2-[N-[2-(5-chloro-2-phenolate)methylidynenitrilo]ethyl}aminato(-1)-1-cyclopentene-dithiocarboxylatecopper(II), [Cu(cd5Clsalen)], has been determined by X- ray crystallography. The complex shows normal planar geometry around the copper center. (c) 2009 Elsevier B.V. All rights reserved.