2-(6-deoxy-β-cyclodextrin-6-yl)-3,6,7-tris(methylsulphanyl)tetrathiafulvalene | 1332834-81-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(6-deoxy-β-cyclodextrin-6-yl)-3,6,7-tris(methylsulphanyl)tetrathiafulvalene
• CAS: 1332834-81-7
• 化学式: C₅₁H₇₈O₃₄S₈
• 分子量: 1491.69
• InChiKey: OYCPKGKRBGUNNY-HCHLQLBUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8.06
• 重原子数：
  93.0
• 可旋转键数：
  12.0
• 环数：
  23.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  533.82
• 氢给体数：
  20.0
• 氢受体数：
  42.0

反应信息

• 作为产物：
  描述：

  单-6-碘-6-脱氧-β-环糊精 、 2-(2'-cyanoethylthio)-3,6,7-tris(methylthio)tetrathiafulvalene 在 cesium hydroxide 作用下， 以 N,N-二甲基甲酰胺 、 甲醇 为溶剂， 反应 26.17h， 以49%的产率得到2-(6-deoxy-β-cyclodextrin-6-yl)-3,6,7-tris(methylsulphanyl)tetrathiafulvalene
  参考文献：
  名称：

  Construction and radical cation stabilisation of a supramolecular dyad by tetrathiafulvalene-modified β-cyclodextrin and cucurbit[7]uril

  摘要：

  A tetrathiafulvalene (TTF)-modified -cyclodextrin derivative (3) was carefully designed and synthesised by the reaction of 2-(2-cycanoethylsulphanyl)-3,6,7-tris-(methylsulphanyl)tetrathiafulvalene (1) and mono-6-deoxy-6-iodo--cyclodextrin (2) in 49% yield, which was comprehensively characterised by 1H NMR, mass spectra and elemental analysis. TTF-modified -cyclodextrin (3) showed satisfactory water solubility up to ca. 1x10-3M. Furthermore, the interactions between the radical cation of 3 and cucurbit[7]uril were investigated by means of UV-vis spectroscopy, electron paramagnetic resonance, kinetic experiment and cyclic voltammetry. The results indicated that the introduction of the cucurbit[7]uril and cyclodextrin unit could promote a remarkable effect on the stability of TTF radicals generated by 1 equiv. of Fe3+ in aqueous media, and the radical cations encapsulated in cucurbit[7]uril at this state could be considered as stable and persistent ones.

  DOI：

  10.1080/10610278.2010.521828