Designing a Solid Catalyst for the Selective Low‐Temperature Oxidation of Cyclohexane to Cyclohexanone

Maschmeyer, Thomas; Oldroyd, Richard D.; Sankar, Gopinathan; Thomas, John Meurig; Shannon, Ian J.; Catlow, C. Richard A.; Klepetko, John A.; Masters, Anthony F.; Beattie, James K.

doi:10.1002/anie.199716391

Cited by 96 publications

(38 citation statements)

References 17 publications

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“…[1] The synthesis of cyclohexanone (QO) is of special interest, [2] as it is a key chemical for the production of polyamides such as nylon 6 and nylon 6,6. It is generally recognized that the thermal reaction of CyH with O 2 proceeds via a complex radical chain mechanism, with a limit of 5 % on the conversion to prevent overoxidation of the desired products.…”

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confidence: 99%

Silica‐Immobilized Chromium Colloids for Cyclohexane Autoxidation

et al. 2006

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confidence: 99%

Silica‐Immobilized Chromium Colloids for Cyclohexane Autoxidation

et al. 2006

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“…Structural characterisations indicated that Ag(I) bonded directly to both bridging and terminal oxygens of the POM Table 2 A summary of optimized partial oxidation of cyclohexane in micelle catalyst system (ME) in scCO 2 units, rending them as reactive forms of oxygen for hydrocarbon oxidations [8]. As a result, the Ag 5 PMo 10 V 2 O 40 was prepared by our solid synthesis method using H 5 PMo 10 V 2 O 40 and AgNO 3 [11,12].…”

Section: Ag 5 Pmo 10 V 2 O 40 Systemmentioning

confidence: 99%

“…As a result, alternative synthetic routes have been developed for one-step oxidation of cyclohexane with either alkyl hydroperoxides or dioxygen in liquid phase [1][2][3][4]. Noticeably, Thomas et al have recently demonstrated a smart approach using a single site designed framework-containing Fe III AlPO-31 catalyst which can give 65% selectivity towards adipic acid under aerial oxidation conditions [4].…”

Section: Introductionmentioning

confidence: 98%

Selective oxidation of cyclohexane in supercritical carbon dioxide

Abutaki

Zhou

et al. 2007

Catal Lett

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A feasibility study into the novel concept of using molecular oxygen to carry out one-step catalytic oxidation of cyclohexane to adipic acid in supercritical carbon dioxide over two types of catalysts, namely Co 2þ =Mn 2þ =NaBr and Ag polyoxometallate, the silver decamolybdodivanadophosphate ðAg 5 PMo 10 V 2 O 40 Þ was carried out. Poor activity and selectivity towards adipic acid were initially noted over the aqueous micellar Co 2þ =Mn 2þ =NaBr catalyst for the cyclohexane oxidation in supercritical carbon dioxide while under comparable conditions, the same catalyst gave a high activity for alkylaromatics oxidation to corresponding acids. It was later found that the adipic acid, being the extremely polar oxidised products, was virtually insoluble in the supercritical phase, which was rapidly degraded to carbon oxides after its prolonged contact with catalyst and O 2 . Thus, the one-step cyclohexane oxidation to adipic acid with good selectivity can only be achieved by modifying the solvent with acetic acid or methanol, which enabled isolation of the acid from further oxidation. On the other hand, Ag 5 PMo 10 V 2 O 40 , in methanol modified supercritical carbon dioxide gave an impressive selectivity for cyclohexane conversion to other oxygenates.

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“…In one of the first examples of this type of tethering, reported by Maschmeyer et al, MCM-41 was functionalized with glycine to provide an anchor point for a cobalt(III) complex. [107] The Si-OH bonds were first functionalized with an alkyl bromide before the bromide end of the linker was reacted with the amine from glycine, allowing the carboxylic acid functional group to couple with the complex (Figure 1.11). [105] by permission of Elsevier…”

Section: Tethering Of Metal Complexesmentioning

confidence: 99%