22598-16-9Relevant articles and documents
Regioselective Ring-Opening of Glycidol to Monoalkyl Glyceryl Ethers Promoted by an [OSSO]-FeIII Triflate Complex
Monica, Francesco Della,Ricciardi, Maria,Proto, Antonio,Cucciniello, Raffaele,Capacchione, Carmine
, p. 3448 - 3452 (2019/08/01)
A FeIII-triflate complex, bearing a bis-thioether-di-phenolate [OSSO]-type ligand, was discovered to promote the ring-opening of glycidol with alcohols under mild reaction conditions (0.05 mol % catalyst and 80 °C). The reaction proceeded with high activity (initial turnover frequency of 1680 h?1 for EtOH) and selectivity (>95 %) toward the formation of twelve monoalkyl glyceryl ethers (MAGEs) in a regioselective fashion (84–96 % yield of the non-symmetric regioisomer). This synthetic approach allows the conversion of a glycerol-derived platform molecule (i.e., glycidol) to high-value-added products by using an Earth-crust abundant metal-based catalyst.
Synthesis of Monoalkyl Glyceryl Ethers by Ring Opening of Glycidol with Alcohols in the Presence of Lewis Acids
Cucciniello, Raffaele,Ricciardi, Maria,Vitiello, Rosa,Di Serio, Martino,Proto, Antonio,Capacchione, Carmine
, p. 3272 - 3275 (2016/12/16)
The present work deals with the production of monoalkyl glyceryl ethers (MAGEs) through a new reaction pathway based on the reaction of glycidol and alcohols catalyzed by Lewis acid-based catalysts. Glycidol is quantitatively converted with high selectivity (99 %) into MAGEs under very mild reaction conditions (80 °C and 0.01 mol % catalyst loading) in only 1 h using Al(OTf)3 or Bi(OTf)3 as catalyst. The proposed method enhances the choice of possible green synthetic approaches for the production of value-added products such as MAGEs.
Etherification of glycerol with ethanol over solid acid catalysts
Pariente, Stephane,Tanchoux, Nathalie,Fajula, Franois
scheme or table, p. 1256 - 1261 (2010/05/17)
Different types of acidic heterogeneous catalysts, including sulfonic resins, zeolites and grafted silicas are used for the synthesis of mono-ethers of glycerol using ethanol as the alcohol. The study shows that the performances of the catalysts are governed by both the acidity and the polarity of their surface. Materials with strong hydrophobic character are not active as they do not allow the adsorption of the glycerol. On the other hand a strong adsorption of glycerol on the polar surfaces leads to low activity as well. The best compromise has been found by using sulfonic-acid polystyrene resins of the Amberlyst family and zeolites with intermediate aluminium contents.