4,5-(furoylsulfanyl)-1,3-dithiole-2-thione | 62025-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 4,5-(furoylsulfanyl)-1,3-dithiole-2-thione
• 英文别名: 4,5-bis(bezoylthio)-1,3-dithiole-2-thione；1,3-dithiole-2-thione-4,5-dithiol；4,5-Dimercapto-1,3-dithiol-2-thione；4,5-bis(sulfanyl)-1,3-dithiole-2-thione
• CAS: 62025-91-6
• 化学式: C₃H₂S₅
• 分子量: 198.379
• InChiKey: JRFLUCRSZTXLKJ-UHFFFAOYSA-N

物化性质

• 沸点：
  287.3±50.0 °C(Predicted)
• 密度：
  1.72±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,5-(furoylsulfanyl)-1,3-dithiole-2-thione 在 mercury(II) diacetate 作用下， 生成 1,3,4,5,6,8-Hexathia-as-indacene-2,7-dione
  参考文献：
  名称：

  Efficient routes towards a series of 5,5′-bithiazolidinylidenes as π-electron acceptors

  摘要：

  在众多方法中，涉及二硫杂环-2-酮环的融合自行车的热处理是最有效的方法，它为多种π-共轭电子受体提供了途径。

  DOI：

  10.1039/c5ob01169h
• 作为产物：
  描述：

  Bis(tetraethylammonium) bis(2-thioxo-1,3-dithiole-4,5-dithiolato)zincate 在 盐酸 作用下， 以 二氯甲烷 为溶剂， 生成 4,5-(furoylsulfanyl)-1,3-dithiole-2-thione
  参考文献：
  名称：

  Efficient routes towards a series of 5,5′-bithiazolidinylidenes as π-electron acceptors

  摘要：

  在众多方法中，涉及二硫杂环-2-酮环的融合自行车的热处理是最有效的方法，它为多种π-共轭电子受体提供了途径。

  DOI：

  10.1039/c5ob01169h

文献信息

• Oxotechnetium(V)bis(dithiolato) complexes
  作者：Hartmut Spies、Bernd Johannsen

  DOI：10.1016/s0020-1693(00)90099-9

  日期：1981.1

  Abstract A series of ten bis(dithiolato)oxotechnetate(V) complexes has been prepared using ligand exchange reaction. Starting from Tc(V) gluconate in aqueous or aqueous/ethanolic solution, complexes with saturated, olefinic and aromatic dithioles have been obtained. Mass, infrared, n.m.r., and UV-visible data of the resulting compounds are reported.

  摘要利用配体交换反应制备了十种双（二硫代）氧代tech酸酯（V）配合物。从水溶液或水溶液/乙醇溶液中的Tc（V）葡萄糖酸酯开始，已经获得了具有饱和，烯属和芳族二硫醇的配合物。报告了所得化合物的质量，红外，核磁共振和紫外可见数据。
• Synthesis and electrochemistry of a tetrathiafulvalene (TTF)21–glycol dendrimer: intradendrimer aggregation of TTF cation radicals
  作者：Christian A. Christensen、Jan Becher、Christian A. Christensen、Leonid M. Goldenberg、Martin R. Bryce

  DOI：10.1039/a707504i

  日期：——

  The convergent synthesis of a TTF–glycol dendrimer is reported: thin layer cyclic voltammetric studies on (TTF)21 system 11 show that all the TTF units undergo two single-electron oxidations to produce the 42+ redox state spectroelectrochemical studies establish that there are intradendrimer interactions between partially-oxidised TTF units.

  报告了 TTF 乙二醇树枝状聚合物的聚合合成过程：对 (TTF)21 系统 11 进行的薄层循环伏安研究表明，所有 TTF 单元都经过两次单电子氧化，产生 42+ 氧化还原态，光谱电化学研究证实，部分氧化的 TTF 单元之间存在树枝状聚合物内部的相互作用。
• Structure and physical properties of a hydrogen-bonded self-assembled material composed of a carbamoylmethyl substituted TTF derivative
  作者：Go Ono、Akira Izuoka、Tadashi Sugawara、Yoko Sugawara

  DOI：10.1039/a800509e

  日期：——

  Crystal structures of the carbamoylmethyl substituted TTF derivative AMET are characterized by polymeric hydrogen bonding between amide groups. As a result, the TTF moieties stack in parallel even in the neutral crystal. The nu;NH absorbtions of neutral AMET at 3426 and 3184cm1 show shifts to lower wavenumber, Delta;k, of 37 and 58cm1, respectively, at 4.1GPa. Therefore the shrinkage of the NH‥O distance is estimated to be ca. 0.04 at this pressure. The pressure dependence of the IR spectra of iodine-doped samples at doping ratios of less than 45 was exactly the same as that for a neutral sample, suggesting that the hydrogen bonding pattern is not affected significantly upon doping.Although crystalline AMET is an insulator in the neutral state (sigma;rt=ca. 108 Scm1), the conductivity is enhanced by a factor of 107 upon iodine doping of 45mol (sigma;rt=1.2101 Scm1). Furthermore, the conductivity increases as a function of the external pressure, and the sigma;rt of a 5 iodine-doped sample increased three-fold at 1.0GPa. The enhanced conductivity of iodine-doped samples may be ascribed to the increase in the overlap between the donor moieties based on the shrinkage of the hydrogen bond of the carbamoylmethyl group.

  氨基甲酰甲基取代的 TTF 衍生物 AMET 的晶体结构以酰胺基团之间的聚合氢键为特征。因此，即使在中性晶体中，TTF 分子也会平行堆积。在 4.1GPa 条件下，中性 AMET 在 3426 和 3184cm1 处的 nu;NH 吸光度分别向 37 和 58cm1 的低波长 Delta;k 移动。因此，在此压力下，NH‥O 距离的收缩率估计约为 0.04。0.04。碘掺杂比小于 45 时，碘掺杂样品的红外光谱与中性样品的红外光谱的压力依赖性完全相同，这表明掺杂后氢键模式不会受到明显影响。虽然结晶 AMET 在中性状态下是绝缘体（sigma;rt=约 108 Scm1），但当碘掺杂到 45mol 时，导电性增强了 107 倍（sigma;rt=1.2101 Scm1）。此外，电导率随外部压力的增加而增加，在 1.0GPa 时，掺碘 5 的样品的 sigma;rt 增加了三倍。掺碘样品电导率的提高可能是由于氨基甲酰基氢键的收缩增加了供体分子之间的重叠。
• Syntheses and electrochemical characterization of heteroleptic cyclopentadienyl–dithiolene d2 tungsten complexes. Structures and magnetic properties of charge-transfer salts †
  作者：Isabelle V. Jourdain、Marc Fourmigué、Fabrice Guyon、Jacques Amaudrut

  DOI：10.1039/a706495k

  日期：——

  Novel diamagnetic tungsten(IV) complexes of general formula W(η-C5H4R)2(dithiolene) [R = H, SiMe3 or But; dithiolene = C3S52– (4,5-disulfanyl-1,3-dithiole-2-thionate), C3OS42– (4,5-disulfanyl-1,3-dithiole-2-onate) or dddt2– (5,6-dihydro-1,4-dithiine-2,3-dithiolate)] have been synthesized and their redox properties investigated by cyclic voltammetry. Two reversible oxidation waves are observed for each complex. The redox half-wave potentials allow [W(cp)2(dddt)] (cp = η-C5H5) to react with the organic acceptor tcnq (tetracyanoquinodimethane) while the C3S52– and C3OS42– compounds reduce tcnqf4 (7,7,8,8-tetracyano-1,2,4,5-tetrafluoroquinodimethane). X-Ray crystallographic studies were carried out on [W(cp)2(dddt)]˙+[tcnq]˙– and [W(η-C5H4But)2(C3S5)]˙+[tcnqf4]˙–. The structural analyses and extended-Hückel calculations showed that the radical anions are strongly dimerised into diamagnetic moieties. The cations form centrosymmetrical dimers and exhibit antiferromagnetic interactions, as deduced from the temperature dependence of the magnetic susceptibility, with T(χmax) = 18 and 22 K for [W(cp)2(dddt)]˙+[tcnq]˙– and [W(η-C5H4But)2(C3S5)]˙+[tcnqf4]˙– respectively.

  新型抗磁性钨(IV)配合物，通式为W(δ-C5H4R)2(二硫烯) [R = H、SiMe3 或 But；二硫醇=C3S52−（4,5-二硫基-1,3-二硫醇-2-硫酸酯）、C3OS42−（4,5-二硫基-1,3-二硫醇-2-硫酸酯）或 dddt2−（5 ,6-二氢-1,4-二硫氨酸-2,3-二硫醇)]已被合成，并通过循环伏安法研究了它们的氧化还原性质。对于每个复合物观察到两个可逆氧化波。氧化还原半波电位允许 [W(cp)2(dddt)] (cp=π-C5H5) 与有机受体 tcnq（四氰基醌二甲烷）反应，而 C3S52– 和 C3OS42– 化合物还原 tcnqf4 (7 ,7,8,8-四氰基-1,2,4,5-四氟醌二甲烷）。对 [W(cp)2(dddt)]Ë+[tcnq]Ëâ 和 [W(η-C5H4But)2(C3S5)]Ë+[tcnqf4] 进行 X 射线晶体学研究Ë。结构分析和扩展休克尔计算表明，自由基阴离子强烈二聚成抗磁性部分。阳离子形成中心对称二聚体并表现出反铁磁相互作用，正如从磁化率的温度依赖性推论的那样，对于 [W(cp)2(dddt)]Ë+[，T(δmax)= 18 和 22 K tcnq]Ëâ 和 [W(β-C5H4But)2(C3S5)]Ë+[tcnqf4]Ëâ 分别。
• Tetraphenylphosphonium bis(2-thioxo-1,3-dithiole-4,5-dithiolato)aurate(III) acetone solvate and ethyltriphenylphosphonium bis(2-thioxo-1,3-dithiole-4,5-dithiolato)aurate(III)
  作者：Xin-Qiang Wang、Wen-Tao Yu、Dong Xu、Jian-Dong Fan、Guang-Hui Zhang、Quan Ren

  DOI：10.1107/s010827010706074x

  日期：2008.1.15

  In the two title complexes, (C24H20P)[Au(C3S5) 2] center dot C3H6O, (I), and (C20H20P)[Au(C3S5)(2)], (II), the Au III atoms exhibit square-planar coordinations involving four S atoms from two 2-thioxo-1,3-dithiole-4,5-dithiolate (dmit) ligands. The Au-S bond lengths, ranging from 2.3057 (8) to 2.3233 (7) angstrom in (I) and from 2.3119 (8) to 2.3291 (10) angstrom in (II), are slightly smaller than the sum of the single- bond covalent radii. In (I), there are two halves of independent Ph4P+ cations, in which the two P atoms lie on twofold rotation axis sites. The Ph4P+ cations and [Au(C3S5)(2)]. anions are interspersed as columns in the packing. Layers composed of Ph4P+ and [Au(C3S5)(2)]. are separated by layers of acetone molecules. In (II), the [Au(C3S5)(2)]. anions and EtPh3P+ counter-cations form a layered arrangement, and the [Au(C3S5)(2)]. anions form discrete pairs with a long intermolecular Au center dot center dot center dot S interaction for each Au atom in the crystal structure.