Molecular Formula | C28H28FeNOP |
Molar Mass | 481.346781 |
Melting Point | approximate 160℃ |
Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
Compared with active epoxy compounds, ferrocene is a metal-organic complex, which has good stability in both acidic and alkaline environments. Since ferrocene was first discovered in 1951, researchers have synthesized a series of ferrocene derivatives containing epoxy structure, such as (S)-1-(diphenylphosphoric acid)-2-[(S)-4-isopropyloxazoline-2-yl] ferrocene. The research in this field has attracted the attention of scholars at home and abroad.
Add oxazoline (S)-3a(0.158g,0.53 mmol) to a flame-dried Schlenk tube in an argon atmosphere and dissolve in anhydrous ether (6 ml). Add tetramethylethylenediamine (0.100 ml,0.70 mmol), then cool the orange solution to -78°C and stir for 5 minutes, then slowly add sec-butyl lithium (1.4 M)(0.500ml,0.70 mmol). After stirring for 2 hours, the mixture was heated to 0°C and freshly distilled chlordiphenylphosphine (0.120 ml,0.70 mmol) was added through a syringe. Let the reaction heat up to room temperature, then for another 10 minutes, dilute with ether, and then quench with saturated sodium bicarbonate aqueous solution. Separation of organic matter with water, drying of magnesium sulfate, and vacuum removal of solvent to obtain crude product. Column chromatography (SiO2, hexane solution 10% EtOAc) eluted to orange solid diastereomers (0.11g,43%).
overview | compared with active epoxy compounds, ferrocene is a metal organic complex, which has good stability in both acidic and alkaline environments. Since ferrocene was first discovered in 1951, researchers have synthesized a series of ferrocene derivatives containing epoxy structure, such as (S)-1-(diphenylphosphoric acid)-2-[(S)-4-isopropyloxazoline-2-yl] ferrocene. The research in this field has attracted the attention of scholars at home and abroad. |
preparation method | oxazoline (S)-3a(0.158g,0.53 mmol) is added to the flame-dried Schlenk tube in argon atmosphere and dissolved in anhydrous ether (6 ml). Add tetramethylethylenediamine (0.100 ml,0.70 mmol), then cool the orange solution to -78°C and stir for 5 minutes, then slowly add sec-butyl lithium (1.4 M)(0.500ml,0.70 mmol). After stirring for 2 hours, the mixture was heated to 0°C and freshly distilled chlordiphenylphosphine (0.120 ml,0.70 mmol) was added through a syringe. Let the reaction heat up to room temperature, then for another 10 minutes, dilute with ether, and then quench with saturated sodium bicarbonate aqueous solution. Separation of organic matter with water, drying of magnesium sulfate, and vacuum removal of solvent to obtain crude product. Column chromatography (SiO2, hexane solution 10% EtOAc) eluted to orange solid diastereomers (0.11g,43%). |