2,3-(2-cyanoethylthio)-6,7-bis[2-(4-nitrophenyl)ethylthio]tetrathiafulvalene | 232587-03-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3-(2-cyanoethylthio)-6,7-bis[2-(4-nitrophenyl)ethylthio]tetrathiafulvalene
• 英文别名: 2,3-bis(2-cyanoethylthio)-6,7-bis[2-(4-nitrophenyl)ethylthio]tetrathiafulvalene；3-[[2-[4,5-Bis[2-(4-nitrophenyl)ethylsulfanyl]-1,3-dithiol-2-ylidene]-5-(2-cyanoethylsulfanyl)-1,3-dithiol-4-yl]sulfanyl]propanenitrile
• CAS: 232587-03-0
• 化学式: C₂₈H₂₄N₄O₄S₈
• 分子量: 737.051
• InChiKey: GUAPRLRVLXHTFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  44
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  342
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  1,5-Bis-(2-bromo-ethoxy)-2,4-di-tert-butyl-benzene 、 2,3-(2-cyanoethylthio)-6,7-bis[2-(4-nitrophenyl)ethylthio]tetrathiafulvalene 在 cesium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成
  参考文献：
  名称：

  Tetrathiafulvalene Belts with Large Cavities

  摘要：

  The latest member of the cyclophane family, the macrotricyclic tetrathiafulvalene (TTF) "belt", is now available. A general synthetic strategy for the construction of tetraconnected belt-type TTFs (shown schematically) has been developed, made possible by the use of a TTF with two different protecting groups. In the solid-state structure of one of the three TTF-belts prepared two chloroform molecules reside inside the spacious cavity.

  DOI：

  10.1002/(sici)1521-3773(19990517)38:10<1417::aid-anie1417>3.0.co;2-3
• 作为产物：
  描述：

  4,5-双(2-氰乙基硫代)-1,2-二硫醇-2-酮 、 4,5-bis[2-(4-nitrophenyl)ethylthio]-1,3-dithiole-2-thione 在 亚磷酸三乙酯 作用下， 生成 2,3-(2-cyanoethylthio)-6,7-bis[2-(4-nitrophenyl)ethylthio]tetrathiafulvalene
  参考文献：
  名称：

  Tetrathiafulvalene Belts with Large Cavities

  摘要：

  The latest member of the cyclophane family, the macrotricyclic tetrathiafulvalene (TTF) "belt", is now available. A general synthetic strategy for the construction of tetraconnected belt-type TTFs (shown schematically) has been developed, made possible by the use of a TTF with two different protecting groups. In the solid-state structure of one of the three TTF-belts prepared two chloroform molecules reside inside the spacious cavity.

  DOI：

  10.1002/(sici)1521-3773(19990517)38:10<1417::aid-anie1417>3.0.co;2-3

文献信息

• Multiple-Bridged Bis-Tetrathiafulvalenes:  New Synthetic Protocols and Spectroelectrochemical Investigations
  作者：Holger Spanggaard、Jesper Prehn、Mogens Brøndsted Nielsen、Eric Levillain、Magali Allain、Jan Becher

  DOI：10.1021/ja000537c

  日期：2000.10.1

  Synthetic strategies for preparing dimeric tetrathiafulvalenes (TTFs) linked by either one, two, or four bridges have been developed. In particular, we report efficient few-step protocols for the preparation of face-to-face overlapped quadruple-bridged bis-TTFs. The ready interconversion of cis and trans TTFs in the presence of catalytic amounts of acid was implemented in one synthetic protocol as a way to control the isomeric outcome. The compounds were characterized by NMR spectroscopy, mass spectrometry, and elemental analysis. Moreover, the X-ray crystal structure of the macrocycle 4b is presented and compared to semiempirical (PM3) geometry optimizations. Cyclic voltammetry and spectroelectrochemistry were used to describe the interactions established between two TTF units upon oxidation, that is, their ability to form mixed-valence complexes and pi-dimers either intra- or intermolecularly. The length, flexibility, and number of bridging units in a bis-TTF, as well as the specific TTF positions being connected, determine the extent of these interactions. Thus, rigid linkers enhance the formation of intermolecular mixed-valence complexes. For 4b, the absorption spectrum of this mixed-valence stale of TTF in solution has been recorded for the first time. Finally, preliminary complexation experiments with different electron-deficient molecules are described.
• Tetrathiafulvalene Belts with Large Cavities
  作者：Klaus B. Simonsen、Niels Svenstrup、Jesper Lau、Niels Thorup、Jan Becher

  DOI：10.1002/(sici)1521-3773(19990517)38:10<1417::aid-anie1417>3.0.co;2-3

  日期：1999.5.17

  The latest member of the cyclophane family, the macrotricyclic tetrathiafulvalene (TTF) "belt", is now available. A general synthetic strategy for the construction of tetraconnected belt-type TTFs (shown schematically) has been developed, made possible by the use of a TTF with two different protecting groups. In the solid-state structure of one of the three TTF-belts prepared two chloroform molecules reside inside the spacious cavity.