5,8,11,14,17-pentaoxa-2,20,22,24-tetrathiabicyclo<19.3.0>tetraicos-1(21)-ene-23-thione | 144694-70-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5,8,11,14,17-pentaoxa-2,20,22,24-tetrathiabicyclo<19.3.0>tetraicos-1(21)-ene-23-thione
• 英文别名: 5,8,11,14,17-pentaoxa-2,20,22,24-tetrathiabicyclo[19,3,0]tetraicos-1(21)-ene-23-thione；5,8,11,14,17-pentaoxa-2,20,22,24-tetrathiabicyclo[19.3.0]tetraicos-1(21)-ene-23-thione；5,8,11,14,17-Pentaoxa-2,20,22,24-tetrathiabicyclo[19.3.0]tetracos-1(21)-ene-23-thione
• CAS: 144694-70-2
• 化学式: C₁₅H₂₄O₅S₅
• 分子量: 444.683
• InChiKey: BMWUDRPLSRYVFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  179
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  5,8,11,14,17-pentaoxa-2,20,22,24-tetrathiabicyclo<19.3.0>tetraicos-1(21)-ene-23-thione 在 sodium tetrahydroborate 、 lithium chloride 、 亚磷酸三乙酯 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 [2-(5,8,11,14,17-Pentaoxa-2,20,22,24-tetrathiabicyclo[19.3.0]tetracos-1(21)-en-23-ylidene)-1,3-dithiol-4-yl]methanol
  参考文献：
  名称：

  Dithia-Crown-Annelated Tetrathiafulvalene Disulfides:  Synthesis, Electrochemistry, Self-Assembled Films, and Metal Ion Recognition

  摘要：

  The synthesis and electrochemistry of a series of tetrathiafulvalene (TTF) and dithia-crown-TTF derivatives attached with one or two disulfide group(s) 7a-f are reported. The self-assembled monolayers (SAMs) of these TTF disulfides on gold were prepared and characterized by reflection-absorption infrared spectroscopy. The SAMs are extremely stable under a wide variety of conditions and over extended periods of time and show remarkable electrochemical stability upon repeated potential scans. SAMs of the crown-TTF disulfides 7c,d,f can recognize alkali metal ions, and the process can be monitored following the electrochemical potential shift of the surface-confined TTF group.

  DOI：

  10.1021/jo000115l
• 作为产物：
  描述：

  3,6,9,12,15-五氧杂十七烷-1,17-二基二-溴化物 、 alkaline earth salt of/the/ methylsulfuric acid 以 丙酮 为溶剂， 反应 48.0h， 生成 5,8,11,14,17-pentaoxa-2,20,22,24-tetrathiabicyclo<19.3.0>tetraicos-1(21)-ene-23-thione
  参考文献：
  名称：

  四硫富瓦烯冠醚[60]富勒烯衍生物的合成及金属离子络合研究

  摘要：

  描述了含有电子供体四硫富瓦烯和金属络合冠醚的两种新型 [60] 富勒烯衍生物的合成，并通过固液萃取技术、循环伏安法和 1 H NMR 光谱研究了它们与碱金属阳离子的络合能力。

  DOI：

  10.1002/1099-0690(200004)2000:7<1157::aid-ejoc1157>3.0.co;2-z

文献信息

• Crown ether derivatives of tetrathiafulvalene. 1
  作者：Thomas K. Hansen、Tine Joergensen、Paul C. Stein、Jan Becher

  DOI：10.1021/jo00050a010

  日期：1992.11

  A synthetic procedure leading to derivatives of tetrathiafulvalene (TTF) incorporating crown ether ligands has been developed. The properties of such redox-active ionophores were studied by cyclic voltammetry (CV), plasma desorption mass spectrometry (PDMS), and H-1-NMR.
• Dithia-Crown-Annelated Tetrathiafulvalene Disulfides:  Synthesis, Electrochemistry, Self-Assembled Films, and Metal Ion Recognition
  作者：Sheng-Gao Liu、Haiying Liu、Krisanu Bandyopadhyay、Zhiqiang Gao、Luis Echegoyen

  DOI：10.1021/jo000115l

  日期：2000.6.1

  The synthesis and electrochemistry of a series of tetrathiafulvalene (TTF) and dithia-crown-TTF derivatives attached with one or two disulfide group(s) 7a-f are reported. The self-assembled monolayers (SAMs) of these TTF disulfides on gold were prepared and characterized by reflection-absorption infrared spectroscopy. The SAMs are extremely stable under a wide variety of conditions and over extended periods of time and show remarkable electrochemical stability upon repeated potential scans. SAMs of the crown-TTF disulfides 7c,d,f can recognize alkali metal ions, and the process can be monitored following the electrochemical potential shift of the surface-confined TTF group.
• Synthesis and Metal Ion Complexation Studies of [60]Fullerene Derivatives of Tetrathiafulvalene Crown Ethers
  作者：Sheng-Gao Liu、Luis Echegoyen

  DOI：10.1002/1099-0690(200004)2000:7<1157::aid-ejoc1157>3.0.co;2-z

  日期：2000.4

  The synthesis of two novel [60]fullerene derivatives containing the electron donor tetrathiafulvalene and metal-complexing crown ethers is described, and their complexation ability with alkali metal cations is studied by solid-liquid extraction techniques, cyclic voltammetry and 1H NMR spectroscopy.

  描述了含有电子供体四硫富瓦烯和金属络合冠醚的两种新型 [60] 富勒烯衍生物的合成，并通过固液萃取技术、循环伏安法和 1 H NMR 光谱研究了它们与碱金属阳离子的络合能力。