Premium
Ionically Tagged Iron Complex‐Catalyzed Epoxidation of Olefins in Imidazolium‐Based Ionic Liquids
Author(s) -
dos Santos Marcelo R.,
Diniz Julia R.,
Arouca Aline M.,
Gomes Alexandre F.,
Gozzo Fabio C.,
Tamborim Silvia M.,
Parize Alexandre L.,
Suarez Paulo A. Z.,
Neto Brenno A. D.
Publication year - 2012
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201100453
Subject(s) - ionic liquid , catalysis , chemistry , hydrogen peroxide , olefin fiber , mass spectrometry , electrospray ionization , reaction mechanism , ligand (biochemistry) , radical , organic chemistry , inorganic chemistry , photochemistry , biochemistry , receptor , chromatography
A new ionophilic ligand and a new ionically tagged imidazolium‐based iron(III) complex were synthesized and applied in the air oxidation (also hydrogen peroxide) of alkenes in imidazolium‐based ionic liquids. At least ten recycling reactions were performed. The epoxidized olefin was obtained in very good yields of 84–91 %. Some important mechanistic insights are also provided based on electrospray ionization quadrupole–time of flight mass spectrometry for the oxidation reaction. These results indicate that oxidations can take place by two different pathways, depending on the reaction condition: a radical or a concerted mechanism. These results contribute towards a better understanding of iron‐catalyzed oxidation mechanisms.