diethyl 4-[(10-thioacetyldecyl)oxy]pyridine-2,6-dicarboxylic acid | 668461-85-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: diethyl 4-[(10-thioacetyldecyl)oxy]pyridine-2,6-dicarboxylic acid
• 英文别名: diethyl 4-(10-acetylsulfanyldecoxy)pyridine-2,6-dicarboxylate
• CAS: 668461-85-6
• 化学式: C₂₃H₃₅NO₆S
• 分子量: 453.6
• InChiKey: NUQHXDCSWBVJAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  31.0
• 可旋转键数：
  16.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  91.79
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  diethyl 4-[(10-thioacetyldecyl)oxy]pyridine-2,6-dicarboxylic acid 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 0.25h， 生成 4-[(10-mercaptodecyl)oxy]pyridine-2,6-dicarboxylic acid
  参考文献：
  名称：

  Non-Covalent Assembly of a Photoswitchable Surface

  摘要：

  A noncovalently bound multilayered thin film in which individual layers are linked by metal ligand interactions undergoes a photochemically initiated permanent change in surface wettability. The film consists of three separate layers: a SAM on gold of 4-[(10-mercaptodecyl)oxy]pyridine-2,6-dicarboxylic acid, a layer of Cu(II) ions that are deposited onto the SAM and bind symmetrically in the site provided by the two carboxylate groups and the pyridyl nitrogen atom, and a layer of cis-2,2'-dipyridylethylene, which caps the Cu(II) layer by complexation through both pyridyl nitrogen atoms (Film I). Photoexcitation of the film in chloroform at 300 nm leads to substantial cis-trans isomerization as indicated by conductivity, impedance, grazing incidence IR, and contact angle measurements. The latter show a decrease in contact angle (increase in wettability) of 17 degrees , which is attributed to exposure of both the underlying Cu(II) layer and one of the pyridyl ring nitrogen atoms following isomerization to the trans isomer.

  DOI：

  10.1021/ja039230e
• 作为产物：
  描述：

  4-氧代-1,4-二氢-2,6-吡啶二甲酸 在 氯化亚砜 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 66.0h， 生成 diethyl 4-[(10-thioacetyldecyl)oxy]pyridine-2,6-dicarboxylic acid
  参考文献：
  名称：

  Non-Covalent Assembly of a Photoswitchable Surface

  摘要：

  A noncovalently bound multilayered thin film in which individual layers are linked by metal ligand interactions undergoes a photochemically initiated permanent change in surface wettability. The film consists of three separate layers: a SAM on gold of 4-[(10-mercaptodecyl)oxy]pyridine-2,6-dicarboxylic acid, a layer of Cu(II) ions that are deposited onto the SAM and bind symmetrically in the site provided by the two carboxylate groups and the pyridyl nitrogen atom, and a layer of cis-2,2'-dipyridylethylene, which caps the Cu(II) layer by complexation through both pyridyl nitrogen atoms (Film I). Photoexcitation of the film in chloroform at 300 nm leads to substantial cis-trans isomerization as indicated by conductivity, impedance, grazing incidence IR, and contact angle measurements. The latter show a decrease in contact angle (increase in wettability) of 17 degrees , which is attributed to exposure of both the underlying Cu(II) layer and one of the pyridyl ring nitrogen atoms following isomerization to the trans isomer.

  DOI：

  10.1021/ja039230e

文献信息

• Non-Covalent Assembly of a Photoswitchable Surface
  作者：Christopher G. F. Cooper、John C. MacDonald、Ernesto Soto、W. Grant McGimpsey

  DOI：10.1021/ja039230e

  日期：2004.2.1

  A noncovalently bound multilayered thin film in which individual layers are linked by metal ligand interactions undergoes a photochemically initiated permanent change in surface wettability. The film consists of three separate layers: a SAM on gold of 4-[(10-mercaptodecyl)oxy]pyridine-2,6-dicarboxylic acid, a layer of Cu(II) ions that are deposited onto the SAM and bind symmetrically in the site provided by the two carboxylate groups and the pyridyl nitrogen atom, and a layer of cis-2,2'-dipyridylethylene, which caps the Cu(II) layer by complexation through both pyridyl nitrogen atoms (Film I). Photoexcitation of the film in chloroform at 300 nm leads to substantial cis-trans isomerization as indicated by conductivity, impedance, grazing incidence IR, and contact angle measurements. The latter show a decrease in contact angle (increase in wettability) of 17 degrees , which is attributed to exposure of both the underlying Cu(II) layer and one of the pyridyl ring nitrogen atoms following isomerization to the trans isomer.