5,6-Dihydro-selenolo[2,3-d][1,3]dithiole-2-thione | 198982-26-2

• 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: 5,6-Dihydro-selenolo[2,3-d][1,3]dithiole-2-thione
• 英文别名: 5,6-Dihydroselenopheno[2,3-d][1,3]dithiole-2-thione
• CAS: 198982-26-2
• 化学式: C₅H₄S₃Se
• 分子量: 239.245
• InChiKey: DNGBPHFQBQPBFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.84
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  82.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,6-Dihydro-selenolo[2,3-d][1,3]dithiole-2-thione 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以87%的产率得到Selenopheno[2,3-d][1,3]dithiole-2-thione
  参考文献：
  名称：

  Synthesis and Properties of Bis(ethyleneseleno)tetrathiafulvalene (BES-TTF) and Diselenolotetrathiafulvalene (DS-TTF) as Novel Electron Donors

  摘要：

  标题为“硒环-四硫富瓦烯衍生物、BES-TTF和DS-TTF”的化合物已被合成为新型电子供体，其导电电荷转移复合物也已得到研究。BES-TTF化合物与TCNQ、ClO4和PF6的所有复合物均表现出非常高的导电性（102 S cm-1量级）以及金属温度依赖性。

  DOI：

  10.1246/cl.1997.1091
• 作为产物：
  描述：

  2-(5-methylselanyl-2-sulfanylidene-1,3-dithiol-4-yl)ethyl 4-methylbenzenesulfonate 在 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5,6-Dihydro-selenolo[2,3-d][1,3]dithiole-2-thione
  参考文献：
  名称：

  Conducting neutral gold bisdithiolene complex [Au(dspdt)₂]˙

  摘要：

  一种具有独特晶体结构的金双硫醇醌配合物在室温下表现出高电导率。

  DOI：

  10.1039/d0dt02931a

文献信息

• Novel Selenocycle-Fused TTF-Type of Electron Donors Forming Conducting Molecular Complexes:  Bis(ethyleneseleno)tetrathiafulvalene (BES-TTF), Diselenolotetrathiafulvalene (DS-TTF), and Bis(ethyleneseleno)tetraselenafulvalene (BES-TSF)
  作者：Tetsuya Jigami、Kazuo Takimiya、Tetsuo Otsubo、Yoshio Aso

  DOI：10.1021/jo981024f

  日期：1998.11.1

  The title selenocycle-fused tetrathiafulvalene derivatives (BES-TTF and DS-TTF) and tetraselenafulvalene derivative (BES-TSF) have been synthesized as novel electron donors, and their conducting molecular complexes have been studied. Although DS-TTF formed only semiconducting complexes, BES-TTF and BES-TSF gave metallic complexes with various electron accepters, such as TCNQ, ClO4-, PF6-, and AsF6-. Among them, the TCNQ complex of BES-TSF showed an extraordinarily high room-temperature conductivity of 2700 +/- 500 S cm(-1), which is of the highest class for a molecular complex. The complexes of BES-TTF underwent a typical metal-to-insulator transition at low temperature, characteristic of one-dimensional organic metals. On the other hand, complexes of BES-TSF were less temperature-dependent and remained highly conducting, even down to cryogenic temperature. The different behaviors of the three donors are discussed on the basis of the crystal structures of their representative complexes as elucidated by X-ray crystallographic analyses.