Transition-metal-free microporous and mesoporous catalysts for the epoxidation of cyclooctene with hydrogen peroxide

Pescarmona, Paolo P.; Noyen, Jasper Van; Jacobs, Pierre

doi:10.1016/j.jcat.2007.08.003

Cited by 27 publications

(10 citation statements)

References 32 publications

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“…Under optimized conditions, a maximum cyclooctene conversion of 60 % with an 82 % conversion to the epoxide was achieved under mild reaction conditions (80 8C, 4 h). [30] The authors related this unusual epoxidation activity in USY to the formation of surface hydroperoxide species (AlÀ OOH) from the reaction of AlÀOH groups with hydrogen peroxide as previously reported for Al 2 O 3 . [31] The development of mesoporosity in hierarchical zeolites can open up the porous framework in these materials, and induce the formation of a large number of accessible terminal AlÀOH groups.…”

Section: Manuel Ojedamentioning

confidence: 63%

Hierarchical Zeolites and their Catalytic Performance in Selective Oxidative Processes

et al. 2015

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Hierarchical ZSM-5 zeolites prepared using a simple alkali treatment and subsequent HCl washing are found to exhibit unprecedented catalytic activities in selective oxidation of benzyl alcohol under microwave irradiation. The metal-free zeolites promote the microwave-assisted oxidation of benzyl alcohol with hydrogen peroxide in yields ranging from 45-35 % after 5 min of reaction under mild reaction conditions as well as the epoxidation of cyclohexene to valuable products (40-60 % conversion). The hierarchically porous systems also exhibited an interesting catalytic activity in the dehydration of N,N-dimethylformamide (25-30 % conversion), representing the first example of transition-metal free catalysts in this reaction.

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Section: Manuel Ojedamentioning

confidence: 63%

Hierarchical Zeolites and their Catalytic Performance in Selective Oxidative Processes

et al. 2015

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“…The good catalytic activity of these titanosilicate beads in the epoxidation of cyclohexene with H 2 O 2 is highly relevant in the context of a sustainable process because H 2 O 2 is considered a clean and environmentally friendly oxidant. [43][44][45][46] TiSil-HPB-60 is also a stable catalyst that can be used in repeated cycles with both TBHP and H 2 O 2 without significant loss of activity. No titanium leaching was observed during the epoxidation.…”

Section: Resultsmentioning

confidence: 99%

Titanosilicate Beads with Hierarchical Porosity: Synthesis and Application as Epoxidation Catalysts

Lin

Lebedev

Tendeloo

et al. 2010

Chemistry A European J

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Porous titanosilicate beads with a diameter of 0.5-1.5 mm (TiSil-HPB-60) were synthesized from a preformed titanosilicate solution with a porous anion-exchange resin as template. The bead format of this material enables its straightforward separation from the reaction mixture in its application as a liquid-phase heterogeneous catalyst. The material displays hierarchical porosity (micro/mesopores) and incipient TS-1 structure building units. The titanium species are predominantly located in tetrahedral framework positions. TiSil-HPB-60 is a highly active catalyst for the epoxidation of cyclohexene with t-butyl hydroperoxide (TBHP) and aqueous H(2)O(2). With both oxidants, TiSil-HPB-60 gave higher epoxide yields than Ti-MCM-41 and TS-1. The improved catalytic performance of TiSil-HPB-60 is mainly ascribed to the large mesopores favoring the diffusion of reagents and products to and from the titanium active sites. The epoxide yield and selectivity could be further improved by silylation of the titanosilicate beads. Importantly, TiSil-HPB-60 is a stable catalyst immune to titanium leaching, and can be easily recovered and reused in successive catalytic cycles without significant loss of activity. Moreover, TiSil-HPB-60 is active and selective in the epoxidation of a wide range of bulky alkenes.

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“…The epoxidation of olefin is one of the most important reactions for both bulk and fine chemicals [1,2]. After pioneering works using Ti-zeolites such as TS-1 [3], mesoporous mixed oxide catalysts with larger pores (e.g., Ti substituted mesoporous silica) were developed to expand its applicability to this reaction [4][5][6][7][8][9][10]. Another approach has been done by immobilization of active molecular complexes (e.g., Ti, Mo, Mn, W) onto heterogeneous supports via organic anchors [11][12][13].…”

Section: Introductionmentioning

confidence: 99%

Remarkable effect of ordered mesoporous carbon support in tantalum oxide-catalyzed selective epoxidation of cyclooctene

Lin

Hara

Okubo

et al. 2011

Catalysis Communications

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The olefin epoxidation is one of the most important reactions in chemical industry. Metal oxide supports often cause drawbacks in catalytic activity and selectivity, which has been overcome by introducing hydrophobic organic groups onto the oxide supports. The present study utilizes ordered mesoporous carbon (CMK-3 and CMK-1) as structurally defined hydrophobic catalyst support. Well-dispersed tantalum oxides supported on the ordered mesoporous carbon were prepared. Their application in catalytic epoxidation of cyclooctene demonstrates that the tantalum oxide catalysts on the ordered mesoporous carbon supports show higher performances than those of the catalysts supported on activated carbon and ordered mesoporous silica SBA-15.

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Transition-metal-free microporous and mesoporous catalysts for the epoxidation of cyclooctene with hydrogen peroxide

Cited by 27 publications

References 32 publications

Hierarchical Zeolites and their Catalytic Performance in Selective Oxidative Processes

Hierarchical Zeolites and their Catalytic Performance in Selective Oxidative Processes

Titanosilicate Beads with Hierarchical Porosity: Synthesis and Application as Epoxidation Catalysts

Remarkable effect of ordered mesoporous carbon support in tantalum oxide-catalyzed selective epoxidation of cyclooctene

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