tetramethyl 2,2',2'',2'''-(3,6-dioxocyclohexa-1,4-diene-1,2,4,5-tetrayl)tetrakis(sulfanediyl)tetraacetate | 1413935-91-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tetramethyl 2,2',2'',2'''-(3,6-dioxocyclohexa-1,4-diene-1,2,4,5-tetrayl)tetrakis(sulfanediyl)tetraacetate
• 英文别名: Methyl 2-[2,4,5-tris[(2-methoxy-2-oxoethyl)sulfanyl]-3,6-dioxocyclohexa-1,4-dien-1-yl]sulfanylacetate；methyl 2-[2,4,5-tris[(2-methoxy-2-oxoethyl)sulfanyl]-3,6-dioxocyclohexa-1,4-dien-1-yl]sulfanylacetate
• CAS: 1413935-91-7
• 化学式: C₁₈H₂₀O₁₀S₄
• 分子量: 524.615
• InChiKey: BPWNOPXTGASZJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  32
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  241
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  对苯醌 在 silver nitrate 作用下， 以 水 为溶剂， 反应 6.5h， 生成 tetramethyl 2,2',2'',2'''-(3,6-dioxocyclohexa-1,4-diene-1,2,4,5-tetrayl)tetrakis(sulfanediyl)tetraacetate
  参考文献：
  名称：

  Synthesis and photophysical study of an octahedral silver(I) 1-D coordination polymer with thiocarboxylic-acid-based ligands

  摘要：

  We describe the synthesis of a unique 1-D silver coordination polymer, in which the silver metal center is, unusually, six-coordinated. The reaction of 2,3,5,6-tetrakis-(carboxymethylthio)-benzenediol (H2L) and AgNO3 in a 1:2 ratio resulted in the esterification of the carboxylic acid groups and the oxidation of quinol to quinone. As a result, a methylesterthioquinone ligand (L-1) was obtained. By increasing the molar ratio of Ag to four equivalents, a 1-D coordination polymer, [AgL1(NO3)](n) (1), was obtained. The simple reaction of L-1 and AgNO3 in a 1:2 ratio also produced complex 1 in quantitative yield. Both the esterified ligand L-1 and the coordination polymer 1 were fully characterized by infrared and H-1 NMR spectroscopy, elemental analysis, electrospray ionization mass spectrometry, and single crystal X-ray crystallography. The single crystal X-ray diffraction measurements revealed that the Ag metal center has an octahedral geometry with eta(2)-nitrate ligands. The photophysical properties of complexes are also explored. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2017.08.035

文献信息

• Micelles catalyzed chemo- and regio-selective one pot and one step synthesis of 2,3,5,6-tetrakis(alkyl and arylsulfanyl)-1,4-benzoquinones and 2,5-diaminosubstituted-1,4-benzoquinones “In-Water” and their biological evaluation as antibacterial and antifungal agents
  作者：Vishnu K. Tandon、Sandeep Kumar、Nripendra N. Mishra、Praveen K. Shukla

  DOI：10.1016/j.ejmech.2012.07.022

  日期：2012.10

  Chemo- and regio-selective one pot and one step synthesis of novel 2,3,5,6-tetrakis (substituted thio) cyclohexa-2,5-diene-1,4-diones (4d-14), 2,5-dichloro-3,6-diaminocyclohexa-2,5-diene-1,4-diones and 2,5-diaminocyclohexa-2,5-diene-1,4-diones (16) by economical green methodology approach using LD (Laundry detergent) as a catalyst "In-Water" by nucleophilic addition and substitution reactions of 1,4-benzoquinone and chloranil with sulfur and nitrogen nucleophiles in high yields has been demonstrated. The antifungal profile of 4 and 16 indicates that compounds 4d and 16f had better antifungal activity compared to clinically prevalent antifungal drugs Fluconazole, 5-Fluorocytosine and Clotrimazole against Sporothrix schenckii and Trichophyton mentagraphytes. 16f had also been found to possess better antibacterial activity compared to Ampicillin in vitro against Escherichia coli, Staphylococcus aureus and Klebsiella pneumoniae. Compound 16f did not exhibit any toxicity towards mammalian cells L929. (C) 2012 Elsevier Masson SAS. All rights reserved.
• Synthesis and photophysical study of an octahedral silver(I) 1-D coordination polymer with thiocarboxylic-acid-based ligands
  作者：Ume Farwa、Moumita Pait、Ji Yeon Ryu、Sunwoo Lee、Youngjo Kim、Hyoung-Ryun Park、Junseong Lee

  DOI：10.1016/j.poly.2017.08.035

  日期：2017.11

  We describe the synthesis of a unique 1-D silver coordination polymer, in which the silver metal center is, unusually, six-coordinated. The reaction of 2,3,5,6-tetrakis-(carboxymethylthio)-benzenediol (H2L) and AgNO3 in a 1:2 ratio resulted in the esterification of the carboxylic acid groups and the oxidation of quinol to quinone. As a result, a methylesterthioquinone ligand (L-1) was obtained. By increasing the molar ratio of Ag to four equivalents, a 1-D coordination polymer, [AgL1(NO3)](n) (1), was obtained. The simple reaction of L-1 and AgNO3 in a 1:2 ratio also produced complex 1 in quantitative yield. Both the esterified ligand L-1 and the coordination polymer 1 were fully characterized by infrared and H-1 NMR spectroscopy, elemental analysis, electrospray ionization mass spectrometry, and single crystal X-ray crystallography. The single crystal X-ray diffraction measurements revealed that the Ag metal center has an octahedral geometry with eta(2)-nitrate ligands. The photophysical properties of complexes are also explored. (C) 2017 Elsevier Ltd. All rights reserved.