Ionic liquids as reaction media in catalytic oxidations with manganese and iron pyridyl triazacyclononane complexes

Lentini, Sara; Galloni, Pierluca; Garcia‐Bosch, Isaac; Costas, Miguel; Conte, Valeria

doi:10.1016/j.ica.2013.10.016

Cited by 12 publications

(6 citation statements)

References 51 publications

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“…Recently, ionic liquids were considered as valuable alternatives to traditionally used solvents such as acetonitrile. 88 The oxidation of cyclohexane with H2O2 and [Fe II (24d)(OTf)2] as the catalyst yields 20% oxygenated products with an A/K ratio of 8, indicating that the use of ionic liquids promotes a metal-centred reaction pathway (Table 1). In addition to tetradentate N-donor ligands a few examples for ligands with lower and higher denticity have been reported in the context of iron-based catalytic C−H bond oxygenation.…”

Section: Iron Nonheme Complexes Bearing Pure N-donor Ligandsmentioning

confidence: 99%

Molecular iron complexes as catalysts for selective C–H bond oxygenation reactions

2015

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The selective oxygenation of C-H bonds is a promising and interesting task for both academia and chemical industry. Inspired by the efficiency and selectivity of naturally occurring enzymes, iron heme and nonheme complexes have proven to be valuable candidates for the development of environmentally friendly catalysts as alternative to traditional systems. This feature article summarises developments of the last decade regarding oxygenation reactions of aliphatic and aromatic substrates with various oxidants catalysed by molecular iron complexes. With a special focus on the catalytic performance of the systems, both the potential and the limitations as well as mechanistic aspects are discussed in some detail.

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Section: Iron Nonheme Complexes Bearing Pure N-donor Ligandsmentioning

confidence: 99%

Molecular iron complexes as catalysts for selective C–H bond oxygenation reactions

2015

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“…Various organic reactions are successfully carried out in ionic liquids. Additionally, they are used as reaction media in reactions with transition metals such as oxidation [4,5], hydrogenation [6,7], hydroformylation [8,9], oligomerization [10,11], and so on [12,13]. Chauvin 2 ]PF 6 (nbd = norbornadiene) complex and reported a higher activity than that in acetone media [14].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Catalytic Hydrogenation Activity of New N-Acyl-Benzotriazole Rh(I) and Ru(III) Complexes in [bmim][BF4]

Ünver

Yılmaz

2016

Catalysts

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Abstract:The hydrogenation activity of new N-acyl-benzotriazole Rh(I) and Ru(III) complexes in ionic liquid media is reported in this study. Both complexes were completely soluble in 1-butyl-3-methylimidazolium tetrafluoroborate, [bmim][BF 4 ], and they were able to catalyze the hydrogenation of styrene and 1-octene. While ethylbenzene conversion in styrene hydrogenation reached 84% when the Ru complex was used, 100% conversion was obtained with the Rh complex at 393 K in 6 h. Additionally, total conversion in 1-octene hydrogenation reached 100% with the Rh complex in [bmim] [BF 4 ] media. The hydrogenation of styrene and 1-octene in dimethyl sulfoxide (DMSO) and toluene was also studied to compare the solvent effect on catalytic system. The effect of some catalytic parameters such as temperature, H 2 (g) pressure, and catalyst amount on the conversion was examined, and it was found that the conversion increased parallel to the increasing temperature and H 2 pressure. The recyclability of catalysts was also investigated, and it was revealed that the Rh complex in particular maintained the activity for at least 10 cycles.

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“…During conversion of disaccharide into 5-HMF, three reactions are involved, namely the hydrolysis of the disaccharide into its components (fructose and glucose), isomerization of glucose into fructose, and dehydration of fructose. In order to study the process of 5-HMF formation, the kinetic analysis of the dehydration of fructose catalyzed by ILs in DMSO was performed based on two step continuous reaction 33 as shown in Fig. 4 : hydrolysis of fructose into 5-HMF and by-products 2 ; degradation of 5-HMF into by-products 1, including formic acid, levulinic acid, humin, and so on.…”

Section: Resultsmentioning

confidence: 99%

One-pot conversion of disaccharide into 5-hydroxymethylfurfural catalyzed by imidazole ionic liquid

Wei

et al. 2016

Sci Rep

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Conversion of carbohydrate into 5-hydroxymethylfurfural (5- HMF), a versatile, key renewable platform compound is regarded as an important transformation in biomass-derived carbohydrate chemistry. A variety of ILs, not only acidic but also alkaline ILs, were synthesized and used as catalyst in the production of 5-HMF from disaccharide. Several factors including reaction temperature, IL dosage, solvent and reaction time,were found to influence the yield of 5-HMF from cellobiose. Of the ILs tested, hydroxy-functionalized ionic liquid (IL), 1-hydroxyethyl-3-methylimidazolium tetrafluoroborate ([AEMIM]BF4) showed the highest catalytic activity and selectivity. 5-HMF yield of 68.71% from sucrose was obtained after 6 hrs at 160 °C. At the same condition with cellobiose as substrate, 5-HMF yield was 24.73%. In addition, 5-HMF also exhibited good stablity in this reaction system. Moreover, a kinetic analysis was carried out in both acidic and alkaline IL-catalyzed system, suggesting main side reaction in the conversion of fructose catalyzed by acidic and alkaline IL was polymerization of fructose and 5-HMF degradation, respectively.

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Ionic liquids as reaction media in catalytic oxidations with manganese and iron pyridyl triazacyclononane complexes

Cited by 12 publications

References 51 publications

Molecular iron complexes as catalysts for selective C–H bond oxygenation reactions

Molecular iron complexes as catalysts for selective C–H bond oxygenation reactions

Synthesis, Characterization, and Catalytic Hydrogenation Activity of New N-Acyl-Benzotriazole Rh(I) and Ru(III) Complexes in [bmim][BF4]

One-pot conversion of disaccharide into 5-hydroxymethylfurfural catalyzed by imidazole ionic liquid

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