5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2,6(7H)-dione | 129993-54-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2,6(7H)-dione
• 英文别名: [1,3]dithioolo[4,5-b][1,4]dithiepine-2,6-dione；6-oxo-4,8-dithia-5,6,7,8-tetrahydro-4H-cyclohepta-1,3-dithiol-2-one；5H-1,3-Dithiolo[4,5-b][1,4]dithiepin-2,6(7H)-dione；[1,3]dithiolo[4,5-b][1,4]dithiepine-2,6-dione
• CAS: 129993-54-0
• 化学式: C₆H₄O₂S₄
• mdl: MFCD00807825
• 分子量: 236.361
• InChiKey: CFBZZQWUZNLDKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2,6(7H)-dione 在 4,4'-二氨基二苯乙烯-2,2'-二磺酸 、 三甲氧基磷 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 bis(2,2'-difluoro-propylenedithio)-tetrathiafulvalene
  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 mercury(II) diacetate 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 以100%的产率得到5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2,6(7H)-dione
  参考文献：
  名称：

  含酮官能团的新型多硫π电子给体的合成

  摘要：

  已经合成了五种新的四硫富瓦烯衍生物（8）和（17）-（20），它们都含有并入杂环骨架的酮官能团。循环伏安法证明它们是有效的电子给体，它经历了两个可逆的单电子氧化还原波。

  DOI：

  10.1016/s0040-4039(00)79457-3

文献信息

• Functionalised tetrathiafulvalene (TTF) systems derived from 4,5-(propylenedithio)-1,3-dithiole units
  作者：Gary J. Marshallsay、Martin R. Bryce、Graeme Cooke、Tine Jørgensen、Jan Becher、Colin D. Reynolds、Stephen Wood

  DOI：10.1016/s0040-4020(01)80428-2

  日期：1993.7

  A range of functionalised symmetrical and unsymmetrical tetrathiafulvalene (TTF) derivatives containing substituted 4,5-(propylenedithio)-1,3-dithiole units has been prepared. Key half-units are the t-butyldiphenylsilyl-protected 1,3-dithiole derivative 18 and the ketal-protected derivative 32. Self-coupling and cross-coupling reactions of these half-units, with 1,3-dithiole-2-one and -2-thione derivatives

  制备了一系列含有取代的4,5-（丙烯二硫基）-1,3-二硫醇单元的官能化对称和不对称四硫富瓦烯（TTF）衍生物。关键的半单元是叔丁基二苯基甲硅烷基保护的1,3-二硫醇衍生物18和缩酮保护的衍生物32。在亚磷酸三乙酯的存在下，这些半单元与1,3-二硫代-2-酮和-2-硫酮衍生物19-22的自偶联和交叉偶联反应发生。脱保护后，TTF衍生物14，24，28，34和40-43中，获得轴承羟基或酮官能团。14，24和28的一个或多个醇基团的官能化用酰氯和异氰酸酯已经获得了化合物16、17、25、26和29。循环伏安研究表明，新的TTF衍生物是有效的π电子供体。它们经历了两个可逆的单电子氧化还原波。4,5-（2-羟基丙烯二硫基）-1,3-二硫基-2-硫酮3和缩酮蛋白的X射线晶体结构
• Chiral, radical, gold bis(dithiolene) complexes
  作者：Ronan Le Pennec、Olivier Jeannin、Pascale Auban-Senzier、Marc Fourmigué

  DOI：10.1039/c6nj01177b

  日期：——

  Chiral gold(iii) dithiolene complexes are investigated for further oxidation to the neutral radical species, as potential single component conductors.

  研究了手性金 (iii) 二硫烯配合物进一步氧化成中性自由基物质，作为潜在的单组分导体。
• Neutral, Radical [CpNi(dithiolene)] Complexes with Flexible, Nonplanar Seven‐Membered Rings: [CpNi{S ₂ C ₂ S ₂ (CH ₂ ) ₂ X}] (X = CH ₂ , CF ₂ , C=CH ₂ , S, C=O)
  作者：Mitsushiro Nomura、Michel Geoffroy、Prashant Adkine、Marc Fourmigué

  DOI：10.1002/ejic.200600649

  日期：2006.12

  Neutral, radical [CpNi(dithiolene)] complexes fused with seven-membered rings, formulated as [CpNiS2C2S2(CH2)2X}] (X = CH2, CF2, C=CH2, S), have been synthesized in 30-60 % yields from the reactions of nickelocene with the corresponding neutral, square-planar, (dithiolene)nickel complexes [NiS2C2S2(CH2)2X}2]. [CpNiS2C2S2(CH2)2X}] (X = C=O) was prepared from nickelocene and [1,3]dithiolo[4,5-b][1

  中性、自由基 [CpNi(dithiolene)] 与七元环稠合的复合物，公式为 [CpNiS2C2S2(CH2)2X}] (X = , CF2, C= , S)，已在 30-60 年合成茂镍与相应的中性方形平面（二硫烯）镍配合物 [NiS2C2S2( )2X}2] 反应的产率百分比。[CpNiS2C2S2( )2X}] (X = C=O) 由二茂镍和 [1,3]dithiolo[4,5-b][1,4]dithiepine-2,6-dione 在加热或光化学条件。所有配合物分别对阳离子和阴离子形式表现出可逆的氧化和还原波。七元环中的端基 (X) 按以下顺序将其氧化还原电位转变为阳极电位：CF2 > C=O > S > C= > 。[CpNiS2C2S2( )2(X)}] 的单线态 EPR 响应出现在 g ≈ 2.0514-2 处。0529 在室温下的二氯甲烷溶液中。在二氯甲烷溶液中，在
• 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.
• Russkikh; Abashev; Shklyaeva, Russian Journal of Organic Chemistry, 1997, vol. 33, # 3, p. 408 - 413
  作者：Russkikh、Abashev、Shklyaeva

  DOI：——

  日期：——