thioacetic acid S-[4-(10,10'-dihexyl-10H,10'H-[3,3']biphenothiazinyl-7-ylethynyl)phenyl] ester | 1204226-07-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: thioacetic acid S-[4-(10,10'-dihexyl-10H,10'H-[3,3']biphenothiazinyl-7-ylethynyl)phenyl] ester
• 英文别名: S-[4-[2-[10-hexyl-7-(10-hexylphenothiazin-3-yl)phenothiazin-3-yl]ethynyl]phenyl] ethanethioate
• CAS: 1204226-07-2
• 化学式: C₄₆H₄₆N₂OS₃
• 分子量: 739.082
• InChiKey: MTXFETGVZWTTLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.2
• 重原子数：
  52
• 可旋转键数：
  15
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  99.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  7-ethynyl-10,10'-dihexyl-10H,10'H-[3,3']-biphenothiazinyl 、 1-乙酰巯基-4-碘苯 在 四(三苯基膦)钯 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以44%的产率得到thioacetic acid S-[4-(10,10'-dihexyl-10H,10'H-[3,3']biphenothiazinyl-7-ylethynyl)phenyl] ester
  参考文献：
  名称：

  Synthesis, Electronic Properties, and Self-Assembly on Au{111} of Thiolated Phenylethynyl Phenothiazines

  摘要：

  Thiolated phenylethynyl phenothiazines can be regarded as redox-active "alligator clips". They are readily synthesized from ethynyl phenothiazines and show intense blue-green luminescence upon ultraviolet (UV) excitation. Cyclic voltammetry reveals reversible oxidation, also after the chemisorption of in Situ liberated thiols on gold electrodes. The chemisorption on Au{111} was studied by ellipsometry, contact angle measurements, X-ray photoelectron spectroscopy, and infrared reflection absorption spectroscopy, and the obtained data support the formation of self-assembled monolayers, depending on the structure of the Substrates. These findings classify them as promising candidates for molecular wires switchable by redox manipulation.

  DOI：

  10.1021/cm901514t

文献信息

• Synthesis, Electronic Properties, and Self-Assembly on Au{111} of Thiolated Phenylethynyl Phenothiazines
  作者：Christa S. Barkschat、Svetlana Stoycheva、Michael Himmelhaus、Thomas J. J. Müller

  DOI：10.1021/cm901514t

  日期：2010.1.12

  Thiolated phenylethynyl phenothiazines can be regarded as redox-active "alligator clips". They are readily synthesized from ethynyl phenothiazines and show intense blue-green luminescence upon ultraviolet (UV) excitation. Cyclic voltammetry reveals reversible oxidation, also after the chemisorption of in Situ liberated thiols on gold electrodes. The chemisorption on Au111} was studied by ellipsometry, contact angle measurements, X-ray photoelectron spectroscopy, and infrared reflection absorption spectroscopy, and the obtained data support the formation of self-assembled monolayers, depending on the structure of the Substrates. These findings classify them as promising candidates for molecular wires switchable by redox manipulation.