4-Methylene-2,6,8,10-tetrathiabicyclo<5.3.0>dec-1(7)-ene-9-thione | 161432-95-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-Methylene-2,6,8,10-tetrathiabicyclo<5.3.0>dec-1(7)-ene-9-thione
• 英文别名: 6-Methylidene-[1,3]dithiolo[4,5-b][1,4]dithiepine-2-thione
• CAS: 161432-95-7
• 化学式: C₇H₆S₅
• 分子量: 250.455
• InChiKey: SEOVHCVVEKUJKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  133
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Methylene-2,6,8,10-tetrathiabicyclo<5.3.0>dec-1(7)-ene-9-thione 在 Hg(CH₃COO)2 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 16.0h， 以84%的产率得到4-Methylene-2,6,8,10-tetrathiabicyclo<5.3.0>dec-1(7)-en-9-one
  参考文献：
  名称：

  Syntheses, characterisation and crystal structures of metal complexes of a novel 1,2-dithiolate ligand, 6,7-dihydro-6-methylene-5H-1,4-dithiepine-2,3-dithiol

  摘要：

  A series of [NR(4)] [M(dpdt)(2)] (R = Bu, M = Ni 2, Au 3 or Cu 4; R = Me, M = Ni 5; H(2)dpdt = 6,7-dihydro-6-methylene-5H-1,4-dithiepine-2,3-dithiol) complexes have been synthesized. Magnetic susceptibility measurements indicate that the gold 3 and copper 4 complexes are diamagnetic, whilst the nickel salt 2 is paramagnetic over the temperature range studied (290-22 K). The solution redox properties are consistent with a 1,2-dithiolene structure for these compounds. Single crystal X-ray analysis on compounds 2-4 revealed crystal-packing structures consisting of two crystallographically independent [M(dpdt)(2)](-) moieties possessing square-planar geometry, in which there are no intermolecular S ... S contacts shorter than the sum of the van der Waals radii (3.70 Angstrom).

  DOI：

  10.1039/dt9950001285
• 作为产物：
  描述：

  3-氯-2-氯甲基丙烯 、 bis(tetraetylammonium) bis(thioxo-1,3-dithiole-4,5-dithiolato)zincate(II) 以 四氢呋喃 为溶剂， 以75%的产率得到4-Methylene-2,6,8,10-tetrathiabicyclo<5.3.0>dec-1(7)-ene-9-thione
  参考文献：
  名称：

  Syntheses, characterisation and crystal structures of metal complexes of a novel 1,2-dithiolate ligand, 6,7-dihydro-6-methylene-5H-1,4-dithiepine-2,3-dithiol

  摘要：

  A series of [NR(4)] [M(dpdt)(2)] (R = Bu, M = Ni 2, Au 3 or Cu 4; R = Me, M = Ni 5; H(2)dpdt = 6,7-dihydro-6-methylene-5H-1,4-dithiepine-2,3-dithiol) complexes have been synthesized. Magnetic susceptibility measurements indicate that the gold 3 and copper 4 complexes are diamagnetic, whilst the nickel salt 2 is paramagnetic over the temperature range studied (290-22 K). The solution redox properties are consistent with a 1,2-dithiolene structure for these compounds. Single crystal X-ray analysis on compounds 2-4 revealed crystal-packing structures consisting of two crystallographically independent [M(dpdt)(2)](-) moieties possessing square-planar geometry, in which there are no intermolecular S ... S contacts shorter than the sum of the van der Waals radii (3.70 Angstrom).

  DOI：

  10.1039/dt9950001285

文献信息

• Preparation, structure and properties of the new TTF based organic donor BMTP-TTF: Unusual abstraction of sulphur from a seven membered ring
  作者：Neil Robertson、Allan E. Underhill、Michael B. Hursthouse、David E. Hibbs、K.M. Abdul Malik

  DOI：10.1016/0040-4039(95)01469-x

  日期：1995.10

  The new TTF-based organic donor BMTP-TTF has been synthesised by a phosphite mediated coupling of two thione units and characterised by x-ray crystallography. This reaction involved abstraction of a sulphur atom from the seven membered ring of the thione to give a six membered ring at each end of the symmetrical product.

  通过亚磷酸酯介导的两个硫酮单元的偶联合成了新的基于TTF的有机供体BMTP-TTF，并通过X射线晶体学对其进行了表征。该反应涉及从硫酮的七元环中提取硫原子，从而在对称产物的每个末端得到六元环。
• 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.
• Syntheses, characterisation and crystal structures of metal complexes of a novel 1,2-dithiolate ligand, 6,7-dihydro-6-methylene-5H-1,4-dithiepine-2,3-dithiol
  作者：Adam Charlton、Allan E. Underhill、Akiko Kobayashi、Hayao Kobayashi

  DOI：10.1039/dt9950001285

  日期：——

  A series of [NR(4)] [M(dpdt)(2)] (R = Bu, M = Ni 2, Au 3 or Cu 4; R = Me, M = Ni 5; H(2)dpdt = 6,7-dihydro-6-methylene-5H-1,4-dithiepine-2,3-dithiol) complexes have been synthesized. Magnetic susceptibility measurements indicate that the gold 3 and copper 4 complexes are diamagnetic, whilst the nickel salt 2 is paramagnetic over the temperature range studied (290-22 K). The solution redox properties are consistent with a 1,2-dithiolene structure for these compounds. Single crystal X-ray analysis on compounds 2-4 revealed crystal-packing structures consisting of two crystallographically independent [M(dpdt)(2)](-) moieties possessing square-planar geometry, in which there are no intermolecular S ... S contacts shorter than the sum of the van der Waals radii (3.70 Angstrom).