4-Methylselanyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-[1,3]diselenole-2-selone | 1027311-09-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 4-Methylselanyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-[1,3]diselenole-2-selone
• 英文别名: 4-Methylselanyl-5-[2-(oxan-2-yloxy)ethyl]-1,3-diselenole-2-selone
• CAS: 1027311-09-6
• 化学式: C₁₁H₁₆O₂Se₄
• 分子量: 496.087
• InChiKey: KTFYCQSMBPJNBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.04
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Methylselanyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-[1,3]diselenole-2-selone 在 吡啶 、 盐酸 、 sodium iodide 、 三甲氧基磷 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 16.5h， 生成 (Z)-5,6,5',6'-Tetrahydro-[2,2']bi[selenolo[2,3-d][1,3]diselenolylidene]
  参考文献：
  名称：

  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)

  摘要：

  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.

  DOI：

  10.1021/jo981024f
• 作为产物：
  描述：

  2-(3-丁炔氧基)四水-2H-吡喃 、 二硒化碳 、 碘甲烷 生成 4-Methylselanyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-[1,3]diselenole-2-selone
  参考文献：
  名称：

  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)

  摘要：

  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.

  DOI：

  10.1021/jo981024f

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.