4-(4-oxo-6-phenyl-4H-selenopyran-2-yl)phenylphosphonic acid | 1449550-14-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4-oxo-6-phenyl-4H-selenopyran-2-yl)phenylphosphonic acid
• 英文别名: [4-(4-Oxo-6-phenylselenopyran-2-yl)phenyl]phosphonic acid；[4-(4-oxo-6-phenylselenopyran-2-yl)phenyl]phosphonic acid
• CAS: 1449550-14-4
• 化学式: C₁₇H₁₃O₄PSe
• 分子量: 391.222
• InChiKey: KHGOBSYMZLQDIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.24
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methyl-2,6-diphenylthiopyrylium hexafluorophosphate 、 4-(4-oxo-6-phenyl-4H-selenopyran-2-yl)phenylphosphonic acid 在 乙酸酐 作用下， 以 溶剂黄146 为溶剂， 反应 0.42h， 以65%的产率得到2,6-diphenyl-4-((2-phenyl-6-(4-phosphonophenyl)-4H-selenopyran-4-ylidene)methyl)thiopyrylium 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 、 selenium 、 sodium tetrahydroborate 、 三甲基氯硅烷 、 乙基溴化镁 、 sodium ethanolate 、 potassium acetate 、 palladium diacetate 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 28.5h， 生成 4-(4-oxo-6-phenyl-4H-selenopyran-2-yl)phenylphosphonic acid
  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.