6,6-difluoro-5,7-dihydro-5H-[1,3]-dithiolo[4,5-b][1,4]-dithiepin-2-thione | 302925-73-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 6,6-difluoro-5,7-dihydro-5H-[1,3]-dithiolo[4,5-b][1,4]-dithiepin-2-thione
• 英文别名: 6,6-Difluoro-5,7-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiepine-2-thione
• CAS: 302925-73-1
• 化学式: C₆H₄F₂S₅
• 分子量: 274.425
• InChiKey: PIMCLLRCNQPVKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  133
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6,6-difluoro-5,7-dihydro-5H-[1,3]-dithiolo[4,5-b][1,4]-dithiepin-2-thione 在 lithium bromide 、 三甲氧基磷 作用下， 以 六甲基磷酰三胺 为溶剂， 反应 3.83h， 生成 2-[1,3]dithiol-2-ylidene-6,6-difluoro-5,7-dihydro-5H-[1,3]dithiolo[1,4]dithiepine
  参考文献：
  名称：

  基于F ... F非键相互作用的具有保留的电子给体性质和氟化的双层结构的氟化四硫富瓦烯

  摘要：

  用DAST合成氟化的4,5-（2,2'-二氟丙烯二硫基）-1,3-二硫醇-2-酮杂环可以制备几种对称和不对称的二氟和四氟取代的四硫富瓦烯，它们具有可及的氧化势尽管存在吸电子CF2基团（相对于SCE，0.6

  DOI：

  10.1021/jo000518l
• 作为产物：
  描述：

  2-thioxo-5H-1,3-dithiolo[4,5-b][1,4]dithiepin-6(7H)-one 在 4,4'-二氨基二苯乙烯-2,2'-二磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以85%的产率得到6,6-difluoro-5,7-dihydro-5H-[1,3]-dithiolo[4,5-b][1,4]-dithiepin-2-thione
  参考文献：
  名称：

  基于F ... F非键相互作用的具有保留的电子给体性质和氟化的双层结构的氟化四硫富瓦烯

  摘要：

  用DAST合成氟化的4,5-（2,2'-二氟丙烯二硫基）-1,3-二硫醇-2-酮杂环可以制备几种对称和不对称的二氟和四氟取代的四硫富瓦烯，它们具有可及的氧化势尽管存在吸电子CF2基团（相对于SCE，0.6

  DOI：

  10.1021/jo000518l

文献信息

• Sulfur-rich CpCo(dithiolene) complexes: Isostructural or non-isostructural couples of CpCo(III) with CpNi(III) dithiolene complexes
  作者：Mitsushiro Nomura、Shigemi Kondo、Souichi Yamashita、Eriko Suzuki、Yoshiko Toyota、Glenn V. Alea、Gerardo C. Janairo、Chikako Fujita-Takayama、Toru Sugiyama、Masatsugu Kajitani

  DOI：10.1016/j.jorganchem.2010.05.024

  日期：2010.10

  Eight new sulfur-rich [CpCo(dithiolene)] complexes were synthesized from [Zn(dmit)(2)](2-) as a starting material. The structures, electrochemical behavior and electronic absorption spectra of the sulfur-rich [CpCo(S2C2S2Y)] complexes could be compared with the early data of analogous Ni complexes. [CpCo (pddt)] (Y= -(CH2)(3)-), [CpCo(dpdt)] (Y = -CH2C(CH2)CH2-), [CpCo(bddt)] (Y = -(CH2)(4)-), [CpCo(dtdt)] (Y = -CH2SCH2-) and [CpCo(poddt)] (Y = -CH2C(O)CH2-) crystallized in all isostructural with the corresponding paramagnetic [CpNi(dithiolene)](center dot) complexes, but [CpCo(dmid)] (Y =C=O), [CpCo(dddt)] (Y= -(CH2)(2)-) and [CpCo(F(2)pddt)] (Y= -CH2CF2CH2-) crystallized in non-isostructural with them. These molecules are associated with intermolecular short S center dot center dot center dot S contacts in the crystals. [CpCo(F(2)pddt)] did not show any remarkable S center dot center dot center dot S contacts but indicated interesting fluorine segregation and Cp center dot center dot center dot Cp face-to-face interactions. Redox potentials of [CpCo(dithiolene)] complexes were obtained with the cyclic voltammetry measurements and dimerized by electrochemical oxidations. Electronic absorption spectra of [CpCo(dithiolene)] complexes showed visible absorption in the range of 585-701 nm as lowest energy wavelengths (epsilon = 9800-11,800 M-1 cm(-1)) in solutions, and they were higher energy than those of [CpNi (dithiolene)](center dot) complexes (near-IR). (C) 2010 Elsevier B.V. All rights reserved.
• Fluorinated Tetrathiafulvalenes with Preserved Electron-Donor Properties and Segregated Fluorous Bilayer Structures Based on F···F Nonbonded Interactions
  作者：O. J. Dautel、M. Fourmigué

  DOI：10.1021/jo000518l

  日期：2000.10.1

  The synthesis of the fluorinated 4,5-(2,2'-difluoropropylenedithio)-1,3-dithiol-2-one heterocycle with DAST allows for the preparation of several symmetrical and unsymmetrical di- and tetrafluoro-substituted tetrathiafulvalenes with accessible oxidation potentials (0.6 < E1(1/2) < 0.85 V vs SCE) despite the presence of the electron-withdrawing CF2 groups. The flexibility of the fluorinated seven-membered

  用DAST合成氟化的4,5-（2,2'-二氟丙烯二硫基）-1,3-二硫醇-2-酮杂环可以制备几种对称和不对称的二氟和四氟取代的四硫富瓦烯，它们具有可及的氧化势尽管存在吸电子CF2基团（相对于SCE，0.6