2,5-bis(4,5-dimethyl-1,3-dithiol-2-ylidene)-7,8-difluorobenzo<1,2-d:3,4'-d>bis<1,3>dithiole

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,5-bis(4,5-dimethyl-1,3-dithiol-2-ylidene)-7,8-difluorobenzo<1,2-d:3,4'-d>bis<1,3>dithiole
• 英文别名: 2,7-Bis(4,5-dimethyl-1,3-dithiol-2-ylidene)-4,5-difluoro-[1,3]dithiolo[4,5-g][1,3]benzodithiole；2,7-bis(4,5-dimethyl-1,3-dithiol-2-ylidene)-4,5-difluoro-[1,3]dithiolo[4,5-g][1,3]benzodithiole
• 化学式: C₁₈H₁₂F₂S₈
• 分子量: 522.818
• InChiKey: RYSCEUVALDFLEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  202
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  以 N,N-二甲基甲酰胺 为溶剂， 生成 2,5-bis(4,5-dimethyl-1,3-dithiol-2-ylidene)-7,8-difluorobenzo<1,2-d:3,4'-d>bis<1,3>dithiole
  参考文献：
  名称：

  Intervalence Transitions in Mixed Valence Bis(tetrathiafulvalene) Compounds

  摘要：

  The series of new bis(tetrathiafulvalene) [bis(TTF)] compounds 10-12a,b have been synthetized with the TTF-like synthon 8a,b, previously used to prepare the pyrazine-fused bis(TTF) 7a,b. These compounds exhibit four reversible sequential one-electron oxidation steps, on the basis of cyclic voltammetry. For the cation radicals 7b(.+), 10(.+), and 12(.+), generated electrochemically, rather intense and broad bands in the near-IR region, specific of class II mixed valence compounds, were found. Theoretical calculations at the semiempirical AM1 level as well as at the ab-initio level indicated that these cation radicals are charge-distributions localized as related to mixed valence species. These calculations also allowed the low-energy absorption bands to be assigned to intervalence transitions; these transitions imply the existence of multiple low-lying excited states that are non-adiabatically coupled to the ground-state of these open-shell species.

  DOI：

  10.1021/ja00145a009

文献信息

• Intervalence Transitions in Mixed Valence Bis(tetrathiafulvalene) Compounds
  作者：Khalid Lahlil、Alec Moradpour、Christopher Bowlas、Frederic Menou、Patrick Cassoux、Jacques Bonvoisin、Jean-Pierre Launay、Georges Dive、Dominique Dehareng

  DOI：10.1021/ja00145a009

  日期：1995.10

  The series of new bis(tetrathiafulvalene) [bis(TTF)] compounds 10-12a,b have been synthetized with the TTF-like synthon 8a,b, previously used to prepare the pyrazine-fused bis(TTF) 7a,b. These compounds exhibit four reversible sequential one-electron oxidation steps, on the basis of cyclic voltammetry. For the cation radicals 7b(.+), 10(.+), and 12(.+), generated electrochemically, rather intense and broad bands in the near-IR region, specific of class II mixed valence compounds, were found. Theoretical calculations at the semiempirical AM1 level as well as at the ab-initio level indicated that these cation radicals are charge-distributions localized as related to mixed valence species. These calculations also allowed the low-energy absorption bands to be assigned to intervalence transitions; these transitions imply the existence of multiple low-lying excited states that are non-adiabatically coupled to the ground-state of these open-shell species.