Vanadium-containing nickel phosphate molecular sieves as catalysts for α-pinene oxidation with molecular oxygen: A study of the effect of vanadium content on activity and selectivity

Timofeeva, Maria N.; Ḥasan, Zubair; Panchenko, Valentina N.; Prosvirin, Igor P.; Jhung, Sung Hwa

doi:10.1016/j.molcata.2012.07.008

Cited by 18 publications

(13 citation statements)

References 44 publications

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“…Several catalytic systems based on noble metals (Au, Ru) and transition metals (V, Co, Mn, Cu) have been investigated for their catalytic activity in the oxidation of pinene to aroma oxygenates [14,15,16,17,18,19,20]. Despite the evaluated catalysts for pinene oxidation, the issues on better catalytic performances with respect to high substrate conversions and selectivity towards specific pinene oxide or verbenol/verbenone derivatives are still elusive.…”

Section: Introductionmentioning

confidence: 99%

Fabrication of Bimetal CuFe2O4 Oxide Redox-Active Nanocatalyst for Oxidation of Pinene to Renewable Aroma Oxygenates

2019

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This study report on the synthesis of spinel CuFe2O4 nanostructures by surfactant-assisted method. The catalysts were characterized by X-ray diffraction (XRD), laser Raman, transition electron microscope (TEM), scanning electron microscope (SEM), energy dispersive X-ray (EDX), hydrogen temperature programmed reduction (H2-TPR), and Brunauer-Teller-Emmett-Teller (BET) surface area techniques. CuFe2O4 was active for pinene oxidation using tertiary butyl hydroperoxide (TBHP) to pinene oxide, verbenol, and verbenone aroma oxygenates. Under optimized reaction conditions, the spinel CuFe2O4 catalyst could afford 80% pinene conversion at a combined verbenol/verbenone selectivity of 76% within the reaction time of 20 h. The changes in catalyst synthesis solvent composition ratios induced significantly varying redox, phases, and textural structure features, which resulted in various catalytic enhancement effect. Characterization results showed the spinel CuFe2O4 catalyst possessing less than 5 wt% impurity phases, Cu(OH)2, and CuO to afford the best catalytic performance. The CuFe2O4 catalyst was recyclable to up to five reaction cycles without loss of its activity. The recyclability of the bimetal CuFe2O4 oxide catalyst was simply rendered by use of an external magnet to separate it from the liquid solution.

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Section: Introductionmentioning

confidence: 99%

Fabrication of Bimetal CuFe2O4 Oxide Redox-Active Nanocatalyst for Oxidation of Pinene to Renewable Aroma Oxygenates

2019

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“…First, nickel phosphate molecular sieves (VSB-5), whose structural properties can be easily tunable by isomorphous substitution of transition metal ions in the VSB-5 framework, proved to be relevant supports [81]. Thus, Timofeeva et al studied the insertion of vanadium ions, which could increase the surface acidity [82]. The vanadium-containing nickel phosphate molecular sieves (V-VSB-5) were hydrothermally prepared with microwave irradiation using NiCl 2 •6H 2 O, VOSO 4 •xH 2 O and ortho-phosphoric acid (H 3 PO 4 , 85%) as nickel, vanadium, and phosphorus sources.…”

Section: Entrymentioning

confidence: 99%

“…Oxidation of α-pinene over V-VSB-5 catalysts. Influence of the Brönsted and Lewis sites a (adapted from reference[82]). …”

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confidence: 99%

Catalytic Oxidation Processes for the Upgrading of Terpenes: State-of-the-Art and Future Trends

et al. 2019

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Terpenic olefins constitute a relevant platform of renewable molecules, which could be used as key intermediates for the perfumery, flavoring, and pharmaceutical industries. The upgrading of these cheap and available agro-resources through catalytic oxidation processes remains of great interest, leading to the formation of either epoxides via the oxidation of the olefinic bond or α,β-unsaturated ketones by the Csp3-H functionalization at the α-position of the double bond. This critical review summarizes some of the most relevant homogeneous or heterogeneous catalysts designed for the oxidation of some abundant terpenic olefins in the last decade (2008–2018).

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“…4 Several essential products of the pharmaceutical and chemical industries can be manufactured utilizing the unique structure of α-pinene that is composed of a double bond and a strained four-membered ring, with both these moieties readily undergoing various transformations. [5][6][7][8][9][10] Thus, the conversion of α-pinene into high value-added chemical products is of commercial interest.…”

Section: Introductionmentioning

confidence: 99%

“…α-pinene oxidation products are crucial intermediates with broad applications in the fragrance industry and in organic synthesis. 6,[10][11][12][13][14][15][16][17] The 2,3-epoxypinane (2) (Figure 2) often serves as a starting material for the synthesis of fragrances, flavors, and therapeutically active substances. 6 Verbenol (3) and verbenone (4) are nutritional supplements adding flavor and are important precursors in the production of fragrance chemicals.…”

Section: Introductionmentioning

confidence: 99%

Selective aerobic allylic oxidation of α-pinene catalyzed by metalloporphyrins in the absence of solvents and additives

Dong

Wang

et al. 2019

Journal of Chemical Research

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Selective aerobic oxidation of α-pinene to high-value products is a major challenge in chemistry. Metalloporphyrins are proved to be selective catalysts for aerobic oxidation of simple hydrocarbons. Herein, we extend this method to more complex substrates using metallodeuteroporphyrins as model catalysts. It was found that the oxidation occurs mainly on the C=C and allylic C–H bonds of α-pinene influenced by the reaction temperature, reaction time, catalyst concentration, and oxygen flow rate. Allylic C–H oxidation products are obtained with a maximum selectivity value of 78.4% using the following reaction conditions: 105°C, 7 h, 5 ppm, and 60 mL/min. The influence of the metal nuclei of the metallodeuteroporphyrins on this reaction is also investigated. It was found that metallodeuteroporphyrins with Fe3+ as the metal nucleus exhibit the highest catalytic activity.

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Vanadium-containing nickel phosphate molecular sieves as catalysts for α-pinene oxidation with molecular oxygen: A study of the effect of vanadium content on activity and selectivity

Cited by 18 publications

References 44 publications

Fabrication of Bimetal CuFe2O4 Oxide Redox-Active Nanocatalyst for Oxidation of Pinene to Renewable Aroma Oxygenates

Fabrication of Bimetal CuFe2O4 Oxide Redox-Active Nanocatalyst for Oxidation of Pinene to Renewable Aroma Oxygenates

Catalytic Oxidation Processes for the Upgrading of Terpenes: State-of-the-Art and Future Trends

Selective aerobic allylic oxidation of α-pinene catalyzed by metalloporphyrins in the absence of solvents and additives

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