[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 | 273733-75-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫醇
• 英文名称: [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
• CAS: 273733-75-8
• 化学式: C₁₉H₂₈O₆S₆
• 分子量: 544.824
• InChiKey: IRUWRVBMYDYNDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  31
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  218
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  [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 、 Thioctic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以90%的产率得到[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]methyl 5-(dithiolan-3-yl)pentanoate
  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：

  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

文献信息

• 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.