8,20-Bis[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-5,7,9,11,17,19,21,23-octathiapentacyclo[13.9.0.03,13.06,10.018,22]tetracosa-1(15),2,6(10),13,18(22)-pentaene | 1007236-96-5

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 8,20-Bis[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-5,7,9,11,17,19,21,23-octathiapentacyclo[13.9.0.03,13.06,10.018,22]tetracosa-1(15),2,6(10),13,18(22)-pentaene
• 英文别名: 8,20-bis[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-5,7,9,11,17,19,21,23-octathiapentacyclo[13.9.0.03,13.06,10.018,22]tetracosa-1(15),2,6(10),13,18(22)-pentaene
• CAS: 1007236-96-5
• 化学式: C₄₆H₆₂S₁₆
• 分子量: 1128.05
• InChiKey: DCUPGXZVYFFFDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.4
• 重原子数：
  62
• 可旋转键数：
  24
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  405
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  2,3-bis(2-cyanoethylthio)-6,7-bis(hexylthio)tetrathiafulvalene 、 四溴甲苯 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41%的产率得到8,20-Bis[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-5,7,9,11,17,19,21,23-octathiapentacyclo[13.9.0.03,13.06,10.018,22]tetracosa-1(15),2,6(10),13,18(22)-pentaene
  参考文献：
  名称：

  Synthesis of electrochemically responsive TTF-based molecular tweezers: evidence of tight intramolecular TTF pairing in solution

  摘要：

  We report the synthesis and conformational studies of TTF-containing molecular tweezers based on a 1,2,4,5-tetramethylbenzene scaffold. In the neutral form the tweezers are expected to adopt the closed conformation, while, upon oxidation, the open conformation should be preferred due to electrostatic repulsion between the oxidized TTF moieties. Cyclic voltammetry studies demonstrate electronic pairing with formation of mixed-valence [TTF](2)(+center dot) species and opening of the tweezers upon the full oxidation of the TTF groups. Variable-temperature (VT) NMR studies evidence tight intramolecular TTF pairing at low temperature. Molecular modeling studies showed clear preference for an open conformation of tweezers in a fully oxidized state. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.11.110

文献信息

• Synthesis of electrochemically responsive TTF-based molecular tweezers: evidence of tight intramolecular TTF pairing in solution
  作者：Vladimir A. Azov、Rafael Gómez、Johannes Stelten

  DOI：10.1016/j.tet.2007.11.110

  日期：2008.2

  We report the synthesis and conformational studies of TTF-containing molecular tweezers based on a 1,2,4,5-tetramethylbenzene scaffold. In the neutral form the tweezers are expected to adopt the closed conformation, while, upon oxidation, the open conformation should be preferred due to electrostatic repulsion between the oxidized TTF moieties. Cyclic voltammetry studies demonstrate electronic pairing with formation of mixed-valence [TTF](2)(+center dot) species and opening of the tweezers upon the full oxidation of the TTF groups. Variable-temperature (VT) NMR studies evidence tight intramolecular TTF pairing at low temperature. Molecular modeling studies showed clear preference for an open conformation of tweezers in a fully oxidized state. (C) 2007 Elsevier Ltd. All rights reserved.