5,6-Bis(sulfanyl)-1,3-benzodithiol-2-one | 764608-75-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚类
• 英文名称: 5,6-Bis(sulfanyl)-1,3-benzodithiol-2-one
• 英文别名: 5,6-bis(sulfanyl)-1,3-benzodithiol-2-one
• CAS: 764608-75-5
• 化学式: C₇H₄OS₄
• 分子量: 232.372
• InChiKey: XMRHKFCAQKTDDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  sodium tetrachloroaurate(III) 、 5,6-Bis(sulfanyl)-1,3-benzodithiol-2-one 、 tetrabutylammonium tetrafluoroborate 在 sodium acetate hydrate 作用下， 以 乙醇 为溶剂， 以31%的产率得到
  参考文献：
  名称：

  Preparation and Electronic Structure of Substituted Aromatic Dithiolene Complexes of Gold(III)

  摘要：

  Ab initio calculations on the complex ion bis(benzene-1,2-dithiolato)aurate(III), I, have been performed and show that the two highest occupied MO's have pi-character and correspond to the symmetric and antisymmetric combination of the pure ligand HOMO's with only a very small contribution from gold orbitals. Both ligand and metal orbitals contribute significantly to the LUMO which has sigma-character. A series of 10 derivatives of I have been prepared and isolated as tetra-n-butylammonium salts. The electronic spectra of these species show two symmetry-forbidden transitions in good agreement with calculations. A spectrochemical series is proposed and related to the electron-releasing efficiency of the substituents. Comparison of the potentials for the reversible oxidation of the complexes (measured by cyclic voltammetry) with the energy of the lowest lying electronic transition reveals a linear relationship which is discussed in terms of the degree of charge transfer from ligands to metal. Improved synthesis of some of the ligands is reported.

  DOI：

  10.1021/ic00118a016

文献信息

• Preparation and Electronic Structure of Substituted Aromatic Dithiolene Complexes of Gold(III)
  作者：N. C. Schiodt、P. Sommer-Larsen、T. Bjornholm、M. Folmer Nielsen、J. Larsen、K. Bechgaard

  DOI：10.1021/ic00118a016

  日期：1995.7

  Ab initio calculations on the complex ion bis(benzene-1,2-dithiolato)aurate(III), I, have been performed and show that the two highest occupied MO's have pi-character and correspond to the symmetric and antisymmetric combination of the pure ligand HOMO's with only a very small contribution from gold orbitals. Both ligand and metal orbitals contribute significantly to the LUMO which has sigma-character. A series of 10 derivatives of I have been prepared and isolated as tetra-n-butylammonium salts. The electronic spectra of these species show two symmetry-forbidden transitions in good agreement with calculations. A spectrochemical series is proposed and related to the electron-releasing efficiency of the substituents. Comparison of the potentials for the reversible oxidation of the complexes (measured by cyclic voltammetry) with the energy of the lowest lying electronic transition reveals a linear relationship which is discussed in terms of the degree of charge transfer from ligands to metal. Improved synthesis of some of the ligands is reported.