Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1305705 | Inorganica Chimica Acta | 2014 | 5 Pages |
•ILs were used in olefins and alkanes oxidations catalysed by Mn and Fe pyridil triazacyclononane complexes.•H2O2 alone is used as terminal oxidant with iron catalysts.•Definite improvement of the selectivity for cyclohexane oxidation is observed with Fe derivatives.•The role of the anions in the ionic media has been evidenced.•Recycle the catalytic phase in epoxidation reaction is possible.
A family of bioinspired iron and manganese complexes of general formula [MII(CF3SO3)2(Me,XPyTACN)], where Me,XPyTACN = 1-[2′-(6-Rpyridyl)methyl]-4,7-dimethyl-1,4,7-triazacyclononane, R=H, Me and M = Fe, and Mn has been studied as efficient catalytic systems for hydrogen peroxide oxidation reactions. Previous work revealed that the manganese derivative [MnII(CF3SO3)2(Me,HPyTACN)], 1, in acetonitrile exhibits a high catalytic activity in the epoxidation of a wide range of olefins (TON: 810–4500), using acetic acid and hydrogen peroxide as primary oxidant. The analogous iron based complex [FeII(CF3SO3)2(Me,HPyTACN)], 2a and [FeII(CF3SO3)2(Me,MePyTACN)], 2b promote the high added value oxidation reaction of alkanes in mild conditions. In this work sustainability and selectivity of the oxidative system is improved with the use of the ionic liquids (ILs) as reaction medium. The possibility to recycle the catalytic phase without loss of the activity with respect to the original reaction in acetonitrile (MeCN) is reported.
Graphical abstractSeveral types of ionic liquids (ILs) were prepared and investigated as reaction media in the styrene and cyclooctene epoxidation reactions and cyclohexane oxidation catalyzed by manganese and iron pyridyl triazacyclononane complexes, respectively [MnII(CF3SO3)2(Me,HPyTACN)] 1, [FeII(CF3SO3)2(Me,HPyTACN)] 2a and [FeII(CF3SO3)2(Me,MePyTACN)] 2b. In this work sustainability and selectivity of the oxidative system is improved with the use of ILs respect to the original reaction in acetonitrile.Figure optionsDownload full-size imageDownload as PowerPoint slide