Decomposition of cyclohexyl hydroperoxide catalysed by ruthenium porphyrins. Hydroxylation of the solvent cyclohexane

Hansen, C. B.; Agterberg, F.P.W.; Eijndhoven, A.M.C. van; Drenth, W.

doi:10.1016/1381-1169(95)00067-4

Cited by 17 publications

(8 citation statements)

References 28 publications

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“…shows the IR spectra of the CeO2-HSA (black line) and the isotopically exchanged 18-O CeO2-HSA (blue line) samples after co-adsorption of cyclohexane and tBut-OOH together with the corresponding gas phase spectra. Both Cy-18 O (solid lines) and Cy-16 O (dashed lines) alkoxy species were observed on the 18-O CeO2-HSA (blue line) sample, confirming the Mars van Krevelen mechanism where oxygen lattice species are involved in the oxidation process and further replenished by 16-O species coming from tBut-16 O16 OH. The identification of gas phase Cy18 OH is challenging due to the overlapping by gas phase Cy16 OH, which shows a broad and asymmetric IR band.…”

supporting

confidence: 55%

“…An additional point in the deperoxidation process is the possibility to use the oxygen in the hydroperoxide to simultaneously oxidize the alkane solvent, thus obtaining selectivities to K/A-oil larger than 100%. Such selectivities have been reported for homogeneous catalysts containing Ru [15,16] and Os [17] in liquid phase, but not for heterogeneous solid systems.…”

Section: Introductionmentioning

confidence: 83%

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A heterogeneous mechanism for the catalytic decomposition of hydroperoxides and oxidation of alkanes over CeO2 nanoparticles: A combined theoretical and experimental study

López-Ausens

Boronat

Concepción

et al. 2016

Journal of Catalysis

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A nanoparticulate CeO2 catalyst is presented that is able to oxidize cyclohexane to K/Aoil (a mixture of cyclohexanone and cyclohexanol) using hydroperoxides as oxidizing species. The improvement in selectivity with decreasing particle size suggests the existence of a structure-activity relationship in this process, and points to a preferential activation of cyclohexane at defective corner or edge sites. A detailed theoretical study of the reaction mechanism over three different CeO2 catalyst models shows that cyclohexane is preferentially activated by bi coordinated oxygen atoms present at the edges of small particles, following a Mars van Krevelen mechanism which has been confirmed by in situ IR spectroscopy and 18 O/ 16 O isotopic exchange experiments. The process is fully heterogeneous, and the catalyst can be reused without loss of activity up to four cycles.

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supporting

confidence: 55%

Section: Introductionmentioning

confidence: 83%

A heterogeneous mechanism for the catalytic decomposition of hydroperoxides and oxidation of alkanes over CeO2 nanoparticles: A combined theoretical and experimental study

López-Ausens

Boronat

Concepción

et al. 2016

Journal of Catalysis

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“…Rutenioporfirinas têm sido estudadas como catalisadores em diversos tipos de reações como, por exemplo, hidroxilação de cicloexano 1 , ciclopropanações 2,3 , reações de epoxidação 4 , detecção de oxigênio 5 , modelos para eficiência catalítica do citocromo P450 6 etc. Tal diversidade de reações catalisadas pode ser explicada, em parte, pela grande afinidade do complexo metaloporfirínico com átomos de oxigênio 7 provindos, em muitos casos, de moléculas doadoras de oxigênio como, por exemplo, o iodosilbenzeno 8,9 , peróxido de hidrogênio 10 , monoperoxoftalatos 11 , hipoclorito de sódio 12 etc.…”

Section: Introductionunclassified

Efeitos da beta-polinitração na eficiência catalítica de rutenioporfirinas em reações de oxidação de cicloexano

Guimarães¹,

Santos²,

Moraes³

2004

Quím. Nova

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Recebido em 12/2/03; aceito em 8/9/03 EFFECTS OF β-POLYNITRATION ON THE CATALYTIC EFFICIENCY OF RUTHENIUMPORPHYRINS IN CYCLOHEXANE OXIDATION. Rutheniumporphyrins, especially with several nitro groups in β-positions, were used in the cyclohexane oxidation in the presence of iodosylbenzene, hydrogen peroxide and sodium hypochlorite as oxygen donors, under mild conditions. The β-polynitrated complexes were able to promote the catalytic cyclohexane oxidation. They show an exceptionally high catalytic efficiency and resistance to attack by strong oxidizing agents. The cyclohexane oxidation was monitored by gas chromatography and the results showed that the β-polynitrated rutheniumporphyrins are better catalysts when compared to other complexes not β-polynitrated. In all cases, the 2-phenylsubstituted complexes were more efficient than 4-phenylsubstituted complexes. The importance of the ortho effect to oxidation was shown.

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“…6,7 It has been shown that metal-catalyzed oxidation of alkanes with H 2 O 2 may afford considerable amounts of the corresponding alkyl hydroperoxides. 3 5,13 or reduced to the corresponding alcohols.…”

mentioning

confidence: 99%

Tungstoborates as Highly Active Catalysts for Cycloalkane Oxygenation Using Hydrogen Peroxide

Santos¹,

Balula²,

Simões³

et al. 2003

Synlett

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Decomposition of cyclohexyl hydroperoxide catalysed by ruthenium porphyrins. Hydroxylation of the solvent cyclohexane

Cited by 17 publications

References 28 publications

A heterogeneous mechanism for the catalytic decomposition of hydroperoxides and oxidation of alkanes over CeO2 nanoparticles: A combined theoretical and experimental study

A heterogeneous mechanism for the catalytic decomposition of hydroperoxides and oxidation of alkanes over CeO2 nanoparticles: A combined theoretical and experimental study

Efeitos da beta-polinitração na eficiência catalítica de rutenioporfirinas em reações de oxidação de cicloexano

Tungstoborates as Highly Active Catalysts for Cycloalkane Oxygenation Using Hydrogen Peroxide

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