diethyl [4-(4-oxo-6-phenyl-4H-thiopyran-2-yl)phenyl]phosphonate | 1449550-12-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diethyl [4-(4-oxo-6-phenyl-4H-thiopyran-2-yl)phenyl]phosphonate
• 英文别名: 2-[4-[Diethoxy(oxido)phosphaniumyl]phenyl]-6-phenylthiopyran-4-one；2-[4-[diethoxy(oxido)phosphaniumyl]phenyl]-6-phenylthiopyran-4-one
• CAS: 1449550-12-2
• 化学式: C₂₁H₂₁O₄PS
• 分子量: 400.435
• InChiKey: DEKSYGKUGIHMSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  83.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-methyl-2,6-diphenylthiopyrylium hexafluorophosphate 、 diethyl [4-(4-oxo-6-phenyl-4H-thiopyran-2-yl)phenyl]phosphonate 在 乙酸酐 作用下， 反应 0.25h， 以89%的产率得到4-((2-(4-(diethoxyphosphoryl)phenyl)-6-phenyl-4H-thiopyran-4ylidene)methyl)-2,6-diphenylthiopyrylium hexafluorophosphate
  参考文献：
  名称：

  Synthesis and Photoelectrochemical Performance of Chalcogenopyrylium Monomethine Dyes Bearing Phosphonate/Phosphonic Acid Substituents

  摘要：

  Chalcogenopyrylium monomethine dyes were prepared via condensation of a 4-methylchalcogenopyrylium compound with a chalcogenopyran-4-one bearing a 4-(diethoxyphosphoryl)phenyl substituent (or the phosphonic acid derivative). The dyes have absorbance maxima of 603-697 nm in the window where the solar spectrum is most intense. The dyes formed H-aggregates on TiO2, increasing the light-harvesting efficiency of the dyes. Shortcircuit photocurrent action spectra were acquired to evaluate the influence of dye structure on the photoelectrochemical performance.

  DOI：

  10.1021/jo401280s
• 作为产物：
  描述：

  3-(4-bromophenyl)prop-2-ynal 在 1,1'-双(二苯基膦)二茂铁 、 sodium tetrahydroborate 、 乙基溴化镁 、 sodium ethanolate 、 potassium acetate 、 palladium diacetate 、 sulfur 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 28.5h， 生成 diethyl [4-(4-oxo-6-phenyl-4H-thiopyran-2-yl)phenyl]phosphonate
  参考文献：
  名称：

  Synthesis and Photoelectrochemical Performance of Chalcogenopyrylium Monomethine Dyes Bearing Phosphonate/Phosphonic Acid Substituents

  摘要：

  Chalcogenopyrylium monomethine dyes were prepared via condensation of a 4-methylchalcogenopyrylium compound with a chalcogenopyran-4-one bearing a 4-(diethoxyphosphoryl)phenyl substituent (or the phosphonic acid derivative). The dyes have absorbance maxima of 603-697 nm in the window where the solar spectrum is most intense. The dyes formed H-aggregates on TiO2, increasing the light-harvesting efficiency of the dyes. Shortcircuit photocurrent action spectra were acquired to evaluate the influence of dye structure on the photoelectrochemical performance.

  DOI：

  10.1021/jo401280s

文献信息

• Synthesis and Photoelectrochemical Performance of Chalcogenopyrylium Monomethine Dyes Bearing Phosphonate/Phosphonic Acid Substituents
  作者：Matthew A. Bedics、Kacie R. Mulhern、David F. Watson、Michael R. Detty

  DOI：10.1021/jo401280s

  日期：2013.9.6

  Chalcogenopyrylium monomethine dyes were prepared via condensation of a 4-methylchalcogenopyrylium compound with a chalcogenopyran-4-one bearing a 4-(diethoxyphosphoryl)phenyl substituent (or the phosphonic acid derivative). The dyes have absorbance maxima of 603-697 nm in the window where the solar spectrum is most intense. The dyes formed H-aggregates on TiO2, increasing the light-harvesting efficiency of the dyes. Shortcircuit photocurrent action spectra were acquired to evaluate the influence of dye structure on the photoelectrochemical performance.