copper(II) saccharinate | 5393-04-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: copper(II) saccharinate
• 英文别名: 1,1-dioxo-1λ⁶-benz[d]isothiazol-3-one; saccharin; copper (II)-salt；[Cu(saccharinate)2]；Cu(saccharinate)2；1,1-Dioxo-1λ⁶-benz[d]isothiazol-3-on; Saccharin; Kupfer(II)-Salz
• CAS: 5393-04-4；125922-91-0
• 化学式: 2C₇H₄NO₃S*Cu
• 分子量: 427.905
• InChiKey: GZSPPZFRBXFREF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.51
• 重原子数：
  13.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.56
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2,6-diacetylpyridine-bis(N-methyl-S-methyldithiocarbazate) 、 copper(II) saccharinate 以 乙醇 为溶剂， 生成 [Cu(2-N-methyl-S-methyldithiocarbazate)(saccharinate)2]*3H2O
  参考文献：
  名称：

  Mixed-ligand ternary complexes of potentially pentadentate but functionally tridentate Schiff base chelates

  摘要：

  The potentially pentadentate chelate 2,6-diacetylpyridine-bis(N-methyl-S-methyldithiocarbazate) (Nmedapsme) has been synthesized and structurally characterized by X-ray diffraction. Its reactions with nickel(II) salts did not lead to pentadentate coordinated ligand complexes but ternary complexes of general formula, INi(Nmedapsme)(nmesme)L]X center dot H2O (L = Br-, I- ; X =I-, BF4-) where Nmedapsme binds as a tridentate and nmesme = N-methyl-S-methyldithiocarbazate. The related ternary nickel(II) complexes of formula, Ni(Nmedapsme)(nmetsc)Br-2 has also been prepared and characterized. X-ray crystal structures of [Ni(Nmedapsme)(nmesme)I]I center dot H2O and INi(Nmedapsme)(nmestne)Br]BF4 center dot H2O revealed that, in these complexes, the Nmedapsme ligand acts as a tridentate NNN donor while the distal S-donors are not coordinated. The bidentate (NS) ligand, nmesme coordinates to the nickel(II) ion via the amino nitrogen and the thione sulfur atoms, the sixth coordination site is occupied by an anion. In both complexes, the nickel(II) ion adopts a distorted octahedral configuration. The complex [Cu(nmesme)(2)(ONO2)]NO3 was obtained from an unsuccessful attempt to complex copper(II) with Nmedapsme. Hydrolysis of the parent Schiff base Nmedapsme occurred during complexation. An X-ray crystallographic structure analysis shows that the complex, [Cu(nmesme)(2)(ONO2)]NO3 has an approximately square-pyramidal geometry with the two nmesme ligands coordinated to the copper(II) ion as NS bidentate chelating agents via the amino nitrogen and thione sulfur atoms and the fifth coordination position of copper(II) is occupied by a monodentate nitrate ligand. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.11.019
• 作为产物：
  描述：

  tetraaquadi(o-sulfobenzimidato)copper(II) dihydrate 以 solid 为溶剂， 生成 水 、 copper(II) saccharinate
  参考文献：
  名称：

  摘要：

  The thermal decompositions of Mn(II), Fe(II), Co(II), Ni(II), Cu(II) and Zn(II) complexes of saccharin were studied in static air atmosphere. All of the complexes contain four molecules of coordination water and two molecules of crystallization water. The water molecules were removed in a single stage, except from the Zn(II) complex, which exhibited two endothermic effects. The dehydration process was usually accompanied by a sharp colour change. The anhydrous complexes exhibited a phase transition and the decomposition or combustion of saccharin occurred in the second and subsequent stages. The final decomposition products were identified by XRPD as the respective metal oxides. The kinetic parameters, such as the order of reaction and energy of activation for the dehydration stage, were evaluated and the thermal stabilities of the complexes are discussed.

  DOI：

  10.1023/a:1010190701136

文献信息

• Absolute asymmetric synthesis of five-coordinate complexes
  作者：Anders Lennartson、Mikael Håkansson

  DOI：10.1039/c5nj00254k

  日期：——

  of a five-coordinate complex. In this study, we discuss the chirality of five-coordinate enantiomers displaying mono- and bi-dentate ligands by optical resolution of three complexes. Through total spontaneous resolution, it was possible to obtain optically active bulk products starting from achiral precursors only. It was discovered that crystallisation of two of the complexes was influenced by undetectable

  在2009年，我们报告了第一个五坐标复合物的光学分辨率的示例。在这项研究中，我们讨论了通过光学分辨三种配合物显示单齿和双齿配体的五坐标对映体的手性。通过总的自发拆分，有可能仅从非手性前体开始获得旋光性散装产品。已经发现，两个复合物的结晶受到不可检测量的未确定的光学活性来源的影响。
• Catalytic Allylic Amination versus Allylic Oxidation:  A Mechanistic Dichotomy
  作者：Kimberly Smith、Christopher D. Hupp、Katherine L. Allen、Greg A. Slough

  DOI：10.1021/om049052d

  日期：2005.3.1

  Allylic oxidation of hydrocarbon substrates is the foundation of many industrial and fine-chemical production processes. Direct allylic oxidation of cycloalkenes (C5-8) has been widely discussed in the chemical literature. However, certain mechanistic details related to the presence of allylic free radicals have yet to be fully resolved. The corresponding copper-catalyzed allylic amination reaction

  碳氢化合物底物的烯丙基氧化是许多工业和精细化学生产工艺的基础。环烯烃（C的直接烯丙基氧化5 - 8）已经在化学文献中被广泛讨论。但是，与烯丙基自由基的存在有关的某些机理细节尚未完全解决。先前尚未实现相应的铜催化的烯丙基胺化反应。我们报道了使用糖精和双-对甲苯磺酰胺作为氮源以及t-BuOOH和PhI（糖精）2进行此类胺化反应的第一个实例。作为氧化剂。对化学计量模型反应的动力学研究表明，氧化剂不参与转化的RDS，对3,3,6,6-四氘代环己烯的研究最终显示出催化氧化和胺化反应之间的机理二分法。二者的氧化过程涉及η 1 -烯丙基中间体，和区域化学的结果是离散的铜配合物的结果。涉及烯丙基转座的机理原理解释了这种机理的二分法。
• Mixed-ligand ternary complexes of potentially pentadentate but functionally tridentate Schiff base chelates
  作者：Mohammad Akbar Ali、Aminul Huq Mirza、Chiam Yin Yee、Hayatti Rahgeni、Paul V. Bernhardt

  DOI：10.1016/j.poly.2010.11.019

  日期：2011.2

  The potentially pentadentate chelate 2,6-diacetylpyridine-bis(N-methyl-S-methyldithiocarbazate) (Nmedapsme) has been synthesized and structurally characterized by X-ray diffraction. Its reactions with nickel(II) salts did not lead to pentadentate coordinated ligand complexes but ternary complexes of general formula, INi(Nmedapsme)(nmesme)L]X center dot H2O (L = Br-, I- ; X =I-, BF4-) where Nmedapsme binds as a tridentate and nmesme = N-methyl-S-methyldithiocarbazate. The related ternary nickel(II) complexes of formula, Ni(Nmedapsme)(nmetsc)Br-2 has also been prepared and characterized. X-ray crystal structures of [Ni(Nmedapsme)(nmesme)I]I center dot H2O and INi(Nmedapsme)(nmestne)Br]BF4 center dot H2O revealed that, in these complexes, the Nmedapsme ligand acts as a tridentate NNN donor while the distal S-donors are not coordinated. The bidentate (NS) ligand, nmesme coordinates to the nickel(II) ion via the amino nitrogen and the thione sulfur atoms, the sixth coordination site is occupied by an anion. In both complexes, the nickel(II) ion adopts a distorted octahedral configuration. The complex [Cu(nmesme)(2)(ONO2)]NO3 was obtained from an unsuccessful attempt to complex copper(II) with Nmedapsme. Hydrolysis of the parent Schiff base Nmedapsme occurred during complexation. An X-ray crystallographic structure analysis shows that the complex, [Cu(nmesme)(2)(ONO2)]NO3 has an approximately square-pyramidal geometry with the two nmesme ligands coordinated to the copper(II) ion as NS bidentate chelating agents via the amino nitrogen and thione sulfur atoms and the fifth coordination position of copper(II) is occupied by a monodentate nitrate ligand. (C) 2010 Elsevier Ltd. All rights reserved.
• ——
  作者：H. Íçbudak、V. T. Yilmaz、H. Ölmez

  DOI：10.1023/a:1010190701136

  日期：——

  The thermal decompositions of Mn(II), Fe(II), Co(II), Ni(II), Cu(II) and Zn(II) complexes of saccharin were studied in static air atmosphere. All of the complexes contain four molecules of coordination water and two molecules of crystallization water. The water molecules were removed in a single stage, except from the Zn(II) complex, which exhibited two endothermic effects. The dehydration process was usually accompanied by a sharp colour change. The anhydrous complexes exhibited a phase transition and the decomposition or combustion of saccharin occurred in the second and subsequent stages. The final decomposition products were identified by XRPD as the respective metal oxides. The kinetic parameters, such as the order of reaction and energy of activation for the dehydration stage, were evaluated and the thermal stabilities of the complexes are discussed.