Journal
CHEMSUSCHEM
Volume 5, Issue 4, Pages 716-726Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.201100453
Keywords
cytochromes; ionic liquids; iron; mass spectrometry; reaction mechanisms
Funding
- CAPES
- CNPq
- FINEP
- FINATEC
- FAPESP
- FAPDF
- DPP-UnB
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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 8491?%. Some important mechanistic insights are also provided based on electrospray ionization quadrupoletime 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.
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