4-ferrocenyl-2,6-dimethylpyrylium hexafluorophosphate | 171562-88-2

• 英文名称: 4-ferrocenyl-2,6-dimethylpyrylium hexafluorophosphate
• 英文别名: [4-ferrocenyl-2,6-dimethylpyrylium](PF6)
• CAS: 171562-88-2
• 化学式: C₁₇H₁₇FeO*F₆P
• 分子量: 438.133
• InChiKey: CABOWQNVKDLKPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  4-ferrocenyl-2,6-dimethylpyrylium hexafluorophosphate 、 苄胺 以25%的产率得到[N-benzyl-4-ferrocenyl-2,6-dimethylpyridinium](PF₆)
  参考文献：
  名称：

  有机金属化合物作为潜在的蛋白质标签：带有（C6H5）Cr（CO）3，（C5H4）Mn（CO）3和二茂铁取代基的吡啶鎓和吡啶鎓盐

  摘要：

  A series of 2,6-dimethyl- or 2,6-diphenylpyrylium cations, [R'-C(5)H(2)R ''O-2](+), which bear organometallic substituents at the 4-position, have been synthesized. The molecules in which R' = (C6H5)Cr(CO)(3), R '' = Me, 1, R' = (C5H4)Mn(CO)(3), R '' = Ph, 8, R' = (C5H4)Fe(C5H5), R '' = Me, 9, and R' = (C5H4)Re(CO)(3), R '' = Ph, 10, have been identified spectroscopically, and the complexes 1 and 8 have also been characterized by X-ray crystallography as CrC16H13O4+ PF6- and MnC25H16O4+ BF4-, respectively. The pi-complexed ring bearing either a Cr(CO)(3) or a Mn(CO)(3) moiety is almost coplanar with the pyrylium ring, as are the phenyl rings in 8. The structural and spectroscopic data indicate that the delocalization of the positive charge on the pyrylium ring onto the metal is rather minimal. These pyrylium salts react readily with benzylamine, or with beta-alanine ethyl ester, to form the corresponding pyridinium salts. In particular, the ferrocenyl derivative, 9, yields a crystalline pyridinium salt, 15, with the ethyl ester of beta-alanine.

  DOI：

  10.1021/om00011a051
• 作为产物：
  描述：

  2,6-二甲基-4-吡喃酮 、 hexafluorophosphoric acid 、 lithiumferrocene 在 BuLi 作用下， 以 四氢呋喃 为溶剂， 以27%的产率得到4-ferrocenyl-2,6-dimethylpyrylium hexafluorophosphate
  参考文献：
  名称：

  有机金属化合物作为潜在的蛋白质标签：带有（C6H5）Cr（CO）3，（C5H4）Mn（CO）3和二茂铁取代基的吡啶鎓和吡啶鎓盐

  摘要：

  A series of 2,6-dimethyl- or 2,6-diphenylpyrylium cations, [R'-C(5)H(2)R ''O-2](+), which bear organometallic substituents at the 4-position, have been synthesized. The molecules in which R' = (C6H5)Cr(CO)(3), R '' = Me, 1, R' = (C5H4)Mn(CO)(3), R '' = Ph, 8, R' = (C5H4)Fe(C5H5), R '' = Me, 9, and R' = (C5H4)Re(CO)(3), R '' = Ph, 10, have been identified spectroscopically, and the complexes 1 and 8 have also been characterized by X-ray crystallography as CrC16H13O4+ PF6- and MnC25H16O4+ BF4-, respectively. The pi-complexed ring bearing either a Cr(CO)(3) or a Mn(CO)(3) moiety is almost coplanar with the pyrylium ring, as are the phenyl rings in 8. The structural and spectroscopic data indicate that the delocalization of the positive charge on the pyrylium ring onto the metal is rather minimal. These pyrylium salts react readily with benzylamine, or with beta-alanine ethyl ester, to form the corresponding pyridinium salts. In particular, the ferrocenyl derivative, 9, yields a crystalline pyridinium salt, 15, with the ethyl ester of beta-alanine.

  DOI：

  10.1021/om00011a051

文献信息

• The ferrocene-pyrylium dyad as a selective colorimetric chemodosimeter for the toxic cyanide and hydrogen sulfide anions in water
  作者：Antonia Sola、Alberto Tárraga、Pedro Molina

  DOI：10.1039/c4ob00157e

  日期：——

  The ferrocene-pyrylium dyad 1 behaves as a selective redox and colorimetric chemodosimeter for CN− and HS− anions, exhibiting a clear perturbation in the redox potential of the ferrocene unit and in the absorption band, in the presence of these anions.

  所述二茂铁-吡喃鎓DYAD 1个表现为选择性氧化还原和比色chemodosimeter为CN -和HS -的阴离子，在二茂铁单元的氧化还原电位，并在吸收带表现出清晰的扰动，在这些阴离子的存在。