Ti-MCM-41 as catalyst for α-pinene oxidation

Casuscelli, Sandra G.; Eimer, Griselda A.; Cánepa, Analía Laura; Heredia, Angélica C.; Poncio, Carlos E.; Crivello, Mónica E.; Pérez, Celso; Aguilar, A.; Herrero, Eduardo

doi:10.1016/j.cattod.2007.12.104

Cited by 40 publications

(26 citation statements)

References 18 publications

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“…The direct catalytic upgrading of turpentine still remains a challenge because of the high variety of its constituent’s reactivity, therefore various pre-treatment steps are required to separate individual components [6,7,8,9,10]. On the other hand, the oxidation and epoxidation of terpenes C–C (alkane) and C=C (olefin) bonds has become an efficient chemical transformation for upgrading their inert hydrocarbon C–H bond into valuable oxygenated chemical derivatives [11,12,13]. As a result, the liquid-phase oxidation of pinene provide an attractive route to the synthesis of the high-value aroma oxygenates such as verbenone, verbenol and pinene oxide (Scheme 1) [5].…”

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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“…Titania catalyst. In 2008, Casuscelli reported Ti-MCM-41, prepared by hydrothermal synthesis, as catalyst for the α-pinene oxidation using hydrogen peroxide [85]. From UV-vis analyses, the active species are present in tetrahedrally coordinated Ti 4+ ions.…”

Section: Entrymentioning

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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“…In recent years, considerable efforts have been made to investigate highly selective aerobic oxidation of αpinene. 10,13,[20][21][22][23] Selective aerobic epoxidation of α-pinene to 2,3-epoxypinane (2) has been achieved in several studies, 21,22 while selective aerobic oxidation of allylic C-H bonds in α-pinene to synthesize high value-added oxyfunctionalized products has rarely been reported. 23 Cobalt and chromium salts have been adopted as selective catalysts for allylic oxidation of α-pinene to verbenol/verbenone and myrtenol/myrtenal.…”

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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Ti-MCM-41 as catalyst for α-pinene oxidation

Cited by 40 publications

References 18 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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