Highly efficient and expeditious PdO/SBA-15 catalysts for allylic oxidation of cyclohexene to cyclohexenone

Ganji, Saidulu; Bukya, Padma; Vakati, Venkateswarlu; Rao, K. Srinivasa; Burri, David Raju

doi:10.1039/c2cy20627g

Cited by 48 publications

(26 citation statements)

References 43 publications

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“…It has been reported that the synergistic effect between Cu and Co oxides plays a key role in the signicantly enhanced activity of the Cu-Co catalyst. [57][58][59] In addition, the conversion of cyclohexene over the Cu-ELD/Co-5 composite prepared with formaldehyde as the reducing agent and a Cu/Co mole ratio of 1 : 16 is lower than that over CuNi-ELD/Co-5 (Table 2 entry 19), indicating that environmental benign Cu electroless deposition with sodium hypophosphite as reducing agent is more effective.…”

Section: Catalytic Performances In the Oxidation Of Cyclohexenementioning

confidence: 89%

CuNi/Co composites prepared by electroless deposition: structure and catalytic activity for the oxidation of cyclohexene with oxygen

et al. 2015

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CuNi/Co composites with various Cu contents have been prepared by electroless deposition (ELD) of Cu on Co powers and characterized with ICP-OES, N 2 adsorption/desorption, XRD, SEM, TEM and XPS. Their catalytic performance was examined for the allylic oxidation of cyclohexene with oxygen under solventfree conditions. The phase structure of the Cu deposit in the composites is transformed from an amorphous phase to a crystalline phase with the increase in Cu content. The composition and microstructure of the Cu deposit in the composite significantly affect its catalytic activity for the oxidation of cyclohexene. CuNi-ELD/Co-5 composite with 6.0 wt% Cu content and amorphous Cu deposit showed the highest catalytic performance with a 46.3% conversion of cyclohexene and 88.1% total selectivity to 2-cyclohexene-1-ol (Cy-ol), 2-cyclohexene-1-one (Cy-one), 2-cyclohexene-1-hydroperoxide (Cy-HP) and cyclohexene oxide (Cy-oxide).

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Section: Catalytic Performances In the Oxidation Of Cyclohexenementioning

confidence: 89%

CuNi/Co composites prepared by electroless deposition: structure and catalytic activity for the oxidation of cyclohexene with oxygen

et al. 2015

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“…Recently, Au nanoparticles supported on modified bentonite and silica gave a high conversion (92%) and an excellent selectivity (97%) to 2-cyclohexen-1-one in the aerobic oxidation of cyclohexene without solvent [21]. It was also reported that PdO/SBA-15 was an active catalyst for the oxidation of cyclohexene in acetonitrile, and a conversion of 56% and a selectivity of 82% to 2-cyclohexen-1-one were obtained [6]. In addition, nitrogen-doped carbon nanotubes, and graphitic carbon nitride-supported FeO and CoO were also effective catalysts for the oxidation of cyclohexene [14,22].…”

Section: Introductionmentioning

confidence: 91%

“…Core-shell type Fe3O4@chitosan-Schiff base-immobilized Co(II), Cu(II) and Mn(II) complexes were also reported active for the cyclohexene oxidation, and a selectivity of 77.2% to 2-cyclohexen-1-one was obtained at a conversion of 46.8% [13]. On the other hand, the supported transition metal or oxides were also employed as heterogeneous catalysts for the allylic oxidation of cyclohexene [6,[14][15][16][17][18][19][20]. Recently, Au nanoparticles supported on modified bentonite and silica gave a high conversion (92%) and an excellent selectivity (97%) to 2-cyclohexen-1-one in the aerobic oxidation of cyclohexene without solvent [21].…”

Section: Introductionmentioning

confidence: 99%

“…For example, 2-cyclohexen-1-one, which can be produced from oxidation of the C-H bond at the allylic site of cyclohexene, is one of the important fine chemicals because it is widely used in the manufacture of perfumes, pharmaceuticals, dyestuff and agrochemicals [5][6][7]. However, the yield of 2-cyclohexen-1-one produced from cyclohexene oxidation is quite low due to the existence of two active sites (C-H and C=C bond) on the cyclohexene molecule [8].…”

Section: Introductionmentioning

confidence: 99%

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Aerobic Catalytic Oxidation of Cyclohexene over TiZrCo Catalysts

et al. 2016

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Abstract:The aerobic oxidation of hydrocarbon is of great significance from the viewpoints of both fundamental and industry studies as it can transfer the petrochemical feedstock into valuable chemicals. In this work, we investigated the aerobic oxidation of cyclohexene over TiZrCo catalysts, in which 2-cyclohexen-1-one was produced with a high selectivity of 57.6% at a conversion of 92.2%, which are comparable to the best results reported for the aerobic oxidation of cyclohexene over heterogeneous catalysts. The influences of kinds of solvent, substrate concentration and reaction temperature were evaluated. Moreover, the catalytic performance of the TiZrCo catalyst and the main catalytic active species were also discussed. The results of SEM, XRD and XPS suggested that the surface CoO and Co 3 O 4 species are the catalytic active species and contribute to the high activity and selectivity in the present cyclohexene oxidation. The present catalytic system should have wide applications in the aerobic oxidation of hydrocarbons.

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“…Selective allylic oxidation has been studied comprehensively over the past decade, for its extensive application in organic synthesis and industrial chemistry [1,2]. Of the variety oxidants employed so far, the noteworthy examples include metal salts (SeO 2 [3], CrO 3 [4]), tert-butyl hydroperoxide (TBHP) [5], hydrogen peroxide (H 2 O 2 ) [6] and molecular oxygen (O 2 ) [7,8].…”

Section: Introductionmentioning

confidence: 99%

Metal-Free Allylic Oxidation with Molecular Oxygen Catalyzed by g-C3N4 and N-Hydroxyphthalimide

2014

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Polymeric graphitic carbon nitride (g-C 3 N 4 ) is a layered graphite-like nitrogen-rich material, bearing the potential ability to reductively adsorb molecular oxygen for catalytic allylic oxidation. Furthermore, N-hydroxyphthalimide (NHPI) has been recognized as an efficient catalyst for aerobic oxidation of various organic compounds under mild conditions in the presence of various co-catalysts. We present here a promising strategy for employing such nitride-rich g-C 3 N 4 combined with NHPI to form an allorganic metal-free composite and have examined its activity for allylic oxidation with molecular oxygen as the primary terminal oxidant. In the case of allylic oxidation aisophorone catalyzed by g-C 3 N 4 /NHPI gave priority to its corresponding carbonyl compound and epoxide. The effects of various reaction conditions on the catalytic reaction were optimized, affording 74.8 % conversion with 44.4 % selectivity of ketoisophorone at 130°C in 5 h. Repeated runs demonstrated that the catalyst was stable for at least three cycles without noticeable loss of its catalytic activity.

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Highly efficient and expeditious PdO/SBA-15 catalysts for allylic oxidation of cyclohexene to cyclohexenone

Cited by 48 publications

References 43 publications

CuNi/Co composites prepared by electroless deposition: structure and catalytic activity for the oxidation of cyclohexene with oxygen

CuNi/Co composites prepared by electroless deposition: structure and catalytic activity for the oxidation of cyclohexene with oxygen

Aerobic Catalytic Oxidation of Cyclohexene over TiZrCo Catalysts

Metal-Free Allylic Oxidation with Molecular Oxygen Catalyzed by g-C3N4 and N-Hydroxyphthalimide

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