8,22-Bis[4,5-bis[(3,5-ditert-butylphenyl)methylsulfanyl]-1,3-dithiol-2-ylidene]-5,7,9,11,19,21,23,25-octathiahexacyclo[13.13.0.03,13.06,10.017,27.020,24]octacosa-1(28),2,6(10),13,15,17(27),20(24)-heptaene | 1204138-68-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8,22-Bis[4,5-bis[(3,5-ditert-butylphenyl)methylsulfanyl]-1,3-dithiol-2-ylidene]-5,7,9,11,19,21,23,25-octathiahexacyclo[13.13.0.03,13.06,10.017,27.020,24]octacosa-1(28),2,6(10),13,15,17(27),20(24)-heptaene
• 英文别名: 8,22-bis[4,5-bis[(3,5-ditert-butylphenyl)methylsulfanyl]-1,3-dithiol-2-ylidene]-5,7,9,11,19,21,23,25-octathiahexacyclo[13.13.0.03,13.06,10.017,27.020,24]octacosa-1(28),2,6(10),13,15,17(27),20(24)-heptaene
• CAS: 1204138-68-0
• 化学式: C₈₆H₁₀₄S₁₆
• 分子量: 1650.83
• InChiKey: FRUOIDNRHQEJPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  31.6
• 重原子数：
  102
• 可旋转键数：
  20
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  405
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  1,2,4,5-四氰基苯 、 8,22-Bis[4,5-bis[(3,5-ditert-butylphenyl)methylsulfanyl]-1,3-dithiol-2-ylidene]-5,7,9,11,19,21,23,25-octathiahexacyclo[13.13.0.03,13.06,10.017,27.020,24]octacosa-1(28),2,6(10),13,15,17(27),20(24)-heptaene 以 氘代氯仿 为溶剂， 生成
  参考文献：
  名称：

  Redox responsive molecular tweezers with tetrathiafulvalene units: synthesis, electrochemistry, and binding properties

  摘要：

  Several new molecular tweezers with tetrathiafulvalene (TTF) arms as well as mono-TTF derivatives bearing 3,5-di-tert-butylbenzylthio groups to provide enhanced solubility were prepared starting from a bis-cyanoethyl-protected tetrathiafulvalene derivative. The X-ray crystallographic analysis of 3 and 7a showed highly distorted TTF groups and absence of close TTF-TTF contacts in the crystalline state. Comparative cyclic voltammetry (CV) measurements demonstrated that through space distance-dependent TTF-TTF interactions take place in the TTF-containing molecular tweezers, leading to electronic pairing with formation of mixed valence [TTF](2)(+center dot) species and splitting of the first oxidation wave. TTF-containing molecular tweezers were successfully tested as receptors for several electron-deficient substances. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.052
• 作为产物：
  描述：

  2,3-bis(2-cyanoethylthio)-6,7-bis(3,5-di-tert-butylbenzylthio)-1,4,5,8-tetrathiafulvalene 、 2,3,6,7-四(溴甲基)萘 在 cesium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 四氢呋喃 为溶剂， 以77%的产率得到8,22-Bis[4,5-bis[(3,5-ditert-butylphenyl)methylsulfanyl]-1,3-dithiol-2-ylidene]-5,7,9,11,19,21,23,25-octathiahexacyclo[13.13.0.03,13.06,10.017,27.020,24]octacosa-1(28),2,6(10),13,15,17(27),20(24)-heptaene
  参考文献：
  名称：

  Redox responsive molecular tweezers with tetrathiafulvalene units: synthesis, electrochemistry, and binding properties

  摘要：

  Several new molecular tweezers with tetrathiafulvalene (TTF) arms as well as mono-TTF derivatives bearing 3,5-di-tert-butylbenzylthio groups to provide enhanced solubility were prepared starting from a bis-cyanoethyl-protected tetrathiafulvalene derivative. The X-ray crystallographic analysis of 3 and 7a showed highly distorted TTF groups and absence of close TTF-TTF contacts in the crystalline state. Comparative cyclic voltammetry (CV) measurements demonstrated that through space distance-dependent TTF-TTF interactions take place in the TTF-containing molecular tweezers, leading to electronic pairing with formation of mixed valence [TTF](2)(+center dot) species and splitting of the first oxidation wave. TTF-containing molecular tweezers were successfully tested as receptors for several electron-deficient substances. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.052