2,7(6)-Bis(2'-cyanoethylthio)-3,6(7)-[2-thioxo-1,3-dithiole-4,5-diylbisthio-bis(ethane-1,2-diyl)dioxybis(ethane-1,2-diyl)bisthio]tetrathiafulvalene | 205654-68-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,7(6)-Bis(2'-cyanoethylthio)-3,6(7)-[2-thioxo-1,3-dithiole-4,5-diylbisthio-bis(ethane-1,2-diyl)dioxybis(ethane-1,2-diyl)bisthio]tetrathiafulvalene
• 英文别名: 3-[[32-(2-Cyanoethylsulfanyl)-18-sulfanylidene-9,12,24,27-tetraoxa-3,6,15,17,19,21,30,33,34,35-decathiatetracyclo[29.2.1.12,5.016,20]pentatriaconta-1,4,16(20),31-tetraen-4-yl]sulfanyl]propanenitrile
• CAS: 205654-68-8
• 化学式: C₂₇H₃₂N₂O₄S₁₃
• 分子量: 865.42
• InChiKey: QWWTTYHXLBRZNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  46
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  420
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  2,7(6)-Bis(2'-cyanoethylthio)-3,6(7)-[2-thioxo-1,3-dithiole-4,5-diylbisthio-bis(ethane-1,2-diyl)dioxybis(ethane-1,2-diyl)bisthio]tetrathiafulvalene 在 cesium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.75h， 生成
  参考文献：
  名称：

  A Flexible Cyclophane: Design, Synthesis, and Structure of a Multibridged Tris-tetrathiafulvalene (TTF) Macrocycle

  摘要：

  The tris-tetrathiafulvalene (TTF) macrocycles 3 with a large end-cavity were effectively synthesized from the readily available tetrakis(cyanoethylthio)TTF by means of a selective deprotection/realkylation sequence followed by an intramolecular coupling reaction. Crystal structure analyses revealed that the neutral molecules include two (3a) or one chloroform molecule (3b) as solvent of crystallization inside the cavity, whereas the I-3(-) salt of 3b, obtained by electrocrystallization, has a molecular structure which is different from that of the neutral molecule in that the cavity has completely collapsed.

  DOI：

  10.1002/1521-3765(20000602)6:11<1947::aid-chem1947>3.0.co;2-1
• 作为产物：
  描述：

  Bis(tetraethylammonium) bis(2-thioxo-1,3-dithiole-4,5-dithiolato)zincate 、 2,7(6)-Bis(2'-cyanoethylthio)-3,6(7)-bis{2-[2-(2-iodoethoxy)ethoxy]ethylthio}tetrathiafulvalene 以 乙腈 为溶剂， 以59%的产率得到2,7(6)-Bis(2'-cyanoethylthio)-3,6(7)-[2-thioxo-1,3-dithiole-4,5-diylbisthio-bis(ethane-1,2-diyl)dioxybis(ethane-1,2-diyl)bisthio]tetrathiafulvalene
  参考文献：
  名称：

  A Flexible Cyclophane: Design, Synthesis, and Structure of a Multibridged Tris-tetrathiafulvalene (TTF) Macrocycle

  摘要：

  The tris-tetrathiafulvalene (TTF) macrocycles 3 with a large end-cavity were effectively synthesized from the readily available tetrakis(cyanoethylthio)TTF by means of a selective deprotection/realkylation sequence followed by an intramolecular coupling reaction. Crystal structure analyses revealed that the neutral molecules include two (3a) or one chloroform molecule (3b) as solvent of crystallization inside the cavity, whereas the I-3(-) salt of 3b, obtained by electrocrystallization, has a molecular structure which is different from that of the neutral molecule in that the cavity has completely collapsed.

  DOI：

  10.1002/1521-3765(20000602)6:11<1947::aid-chem1947>3.0.co;2-1

文献信息

• A Flexible Cyclophane: Design, Synthesis, and Structure of a Multibridged Tris-tetrathiafulvalene (TTF) Macrocycle
  作者：Kazuo Takimiya、Niels Thorup、Jan Becher

  DOI：10.1002/1521-3765(20000602)6:11<1947::aid-chem1947>3.0.co;2-1

  日期：2000.6.2

  The tris-tetrathiafulvalene (TTF) macrocycles 3 with a large end-cavity were effectively synthesized from the readily available tetrakis(cyanoethylthio)TTF by means of a selective deprotection/realkylation sequence followed by an intramolecular coupling reaction. Crystal structure analyses revealed that the neutral molecules include two (3a) or one chloroform molecule (3b) as solvent of crystallization inside the cavity, whereas the I-3(-) salt of 3b, obtained by electrocrystallization, has a molecular structure which is different from that of the neutral molecule in that the cavity has completely collapsed.