2-[4,5-Bis(4-chlorobutylsulfanyl)-1,3-dithiol-2-ylidene]-4,5-bis(4-chlorobutylsulfanyl)-1,3-dithiole | 193148-66-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫醇
• 英文名称: 2-[4,5-Bis(4-chlorobutylsulfanyl)-1,3-dithiol-2-ylidene]-4,5-bis(4-chlorobutylsulfanyl)-1,3-dithiole
• CAS: 193148-66-2
• 化学式: C₂₂H₃₂Cl₄S₈
• 分子量: 694.836
• InChiKey: BURAELPWTCJJLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  34
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  202
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[4,5-Bis(4-chlorobutylsulfanyl)-1,3-dithiol-2-ylidene]-4,5-bis(4-chlorobutylsulfanyl)-1,3-dithiole 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 48.0h， 生成 4,5,4',5'-Tetrakis-(4-iodo-butylsulfanyl)-[2,2']bi[[1,3]dithiolylidene]
  参考文献：
  名称：

  Synthesis and X-ray crystal structure of the first tetrathiafulvalene-based acceptor–donor–acceptor sandwich

  摘要：

  报告了通过简单的一锅反应生成的双大环 AâDâA 夹层 4Â-4PF6 的合成和表征；在 4Â-4PF6 的固态中，只有一个受体单元参与了与 TTF 单元的电荷转移相互作用。

  DOI：

  10.1039/a708871j
• 作为产物：
  描述：

  4,5-bis(4-chlorobutylsulfanyl)-1,3-dithiole-2-thione 在 mercury(II) diacetate 、 亚磷酸三乙酯 作用下， 以 氯仿 、 溶剂黄146 、 苯 为溶剂， 反应 18.0h， 生成 2-[4,5-Bis(4-chlorobutylsulfanyl)-1,3-dithiol-2-ylidene]-4,5-bis(4-chlorobutylsulfanyl)-1,3-dithiole
  参考文献：
  名称：

  Syntheses, Unique Strained Molecular Structures, and Unusual Transannular Electronic Interactions of a Series of Crisscross-Overlapped Tetrathiafulvalenophanes

  摘要：

  A series of novel tetrathiafulvalenophanes has been synthesized, in which two tetrathiafulvalenes (TTF) are linked in a crisscross-overlapped arrangement by four alkylenedithio bridges. Their molecular structures were elucidated by X-ray crystal analyses, being characterized by the bent TTF skeletons as well as the unique stacking mode. The degree of the bend largely depends on both the length and conformational rigidity of the alkylenedithio chains. The short and rigid chains induce severe bending, which brings about a hypsochromical effect in the electronic absorption spectra. On the other hand, the long and flexible chains reduce the strain and make an inside cavity large enough to include a guest molecule. In addition, the less strained compounds can effect an intramolecular transannular Coulombic interaction between their two TTF units in solution, as demonstrated by multistage redox waves in the cyclic voltammograms. All the radical cation salts formed from these tetrathiafulvalenophanes have conductivities of the same order of 10(-6)-10(-7) S cm(-1), which are apparently independent of the donor and the counterion species.

  DOI：

  10.1021/jo962239x

文献信息

• Syntheses, Unique Strained Molecular Structures, and Unusual Transannular Electronic Interactions of a Series of Crisscross-Overlapped Tetrathiafulvalenophanes
  作者：Kazuo Takimiya、Koichi Imamura、Youji Shibata、Yoshio Aso、Fumio Ogura、Tetsuo Otsubo

  DOI：10.1021/jo962239x

  日期：1997.8.1

  A series of novel tetrathiafulvalenophanes has been synthesized, in which two tetrathiafulvalenes (TTF) are linked in a crisscross-overlapped arrangement by four alkylenedithio bridges. Their molecular structures were elucidated by X-ray crystal analyses, being characterized by the bent TTF skeletons as well as the unique stacking mode. The degree of the bend largely depends on both the length and conformational rigidity of the alkylenedithio chains. The short and rigid chains induce severe bending, which brings about a hypsochromical effect in the electronic absorption spectra. On the other hand, the long and flexible chains reduce the strain and make an inside cavity large enough to include a guest molecule. In addition, the less strained compounds can effect an intramolecular transannular Coulombic interaction between their two TTF units in solution, as demonstrated by multistage redox waves in the cyclic voltammograms. All the radical cation salts formed from these tetrathiafulvalenophanes have conductivities of the same order of 10(-6)-10(-7) S cm(-1), which are apparently independent of the donor and the counterion species.
• Synthesis and X-ray crystal structure of the first tetrathiafulvalene-based acceptor–donor–acceptor sandwich
  作者：Klaus B. Simonsen、Jan Becher、Niels Thorup、Michael P. Cava

  DOI：10.1039/a708871j

  日期：——

  The synthesis and characterization of the bis-macrocyclic A–D–A sandwich 4·4PF6 produced in a simple one-pot reaction is reported; only one acceptor unit participates in charge-transfer interactions with the TTF unit in the solid state of 4·4PF6.

  报告了通过简单的一锅反应生成的双大环 AâDâA 夹层 4Â-4PF6 的合成和表征；在 4Â-4PF6 的固态中，只有一个受体单元参与了与 TTF 单元的电荷转移相互作用。