Competing commercial catalysts: Unprecedented catalyst activity and stability of Mizoroki-Heck reaction in a continuous packed bed reactor

Vučetić, Nemanja; Virtanen, Pekka; Shchukarev, Andrey; Salmi, Tapio; Mikkola, Jyri‐Pekka

doi:10.1016/j.cej.2021.134432

Cited by 7 publications

(2 citation statements)

References 64 publications

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“…Recent studies have increasingly focused on the immobilization of homogeneous catalysts, achieving this by anchoring or grafting transition metal complexes onto solid supports. − Although most of these heterogenized catalysts are capable of being recycled multiple times, they still encounter several challenges including reduced catalytic rates and metal leaching. These issues are predominantly due to the occupation of the solid support pores by transition metal complexes, which significantly impacts the diffusion and migration of the active metal and substrate within the pores during the reaction process.…”

Section: Introductionmentioning

confidence: 99%

Highly Active Palladium-Containing FAU Zeolite Catalyst for Suzuki–Miyaura Reaction

Jiang,

Liu,

Xie

et al. 2024

Ind. Eng. Chem. Res.

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The supported catalysts utilized in the Suzuki−Miyaura reaction have demonstrated significant advantages over homogeneous systems. This study explores the effect of zeolite support on the catalytic performance of active Pd species, investigating a model system comprising bromobenzene and phenylboronic acid. Micro/mesoporous and Na + /H + -form FAU zeolites were synthesized by using a surfactant-templating method. Active Pd species were then anchored onto the zeolite supports via ion-exchange techniques. It was determined that the performance of Pd/zeolite catalysts is influenced by the framework structure and acidic characteristics of the zeolite supports. The micro/ mesoporous hierarchical FAU zeolites demonstrated an ability to stabilize active Pd species effectively and facilitate the diffusion of larger molecules within the reaction. Moreover, the acidic sites in the H + -form FAU zeolites significantly enhanced the reaction rate due to the modulation of Pd's electronic properties by these sites. Nonetheless, Pd/zeolite (in H +form) catalysts showed a decrease in performance, owing to the formation of extensive Pd aggregates. The Pd/zeolite catalysts also yielded comparatively high returns for various aryl iodide and bromide substrates. This study contributes additional understanding of the influence that zeolite support has on cross-coupling reactions.

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Section: Introductionmentioning

confidence: 99%

Highly Active Palladium-Containing FAU Zeolite Catalyst for Suzuki–Miyaura Reaction

Jiang,

Liu,

Xie

et al. 2024

Ind. Eng. Chem. Res.

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“…One of the strategies utilized to avoid aggregation/agglomeration of palladium particles is the deployment of ionic moieties. − The presence of organic cation with an inorganic counterion is effective to coordinate and stabilize the particles of metals. Furthermore, these ionic tags, by complexing the metal, can also prevent and minimize palladium leaching in solution, making the procedure cleaner and also the overall catalytic system reusable. ,,− …”

Section: Introductionmentioning

confidence: 99%

Tailor-Made POLITAG-Pd⁰ Catalyst for the Low-Loading Mizoroki–Heck Reaction in γ-Valerolactone as a Safe Reaction Medium

Valentini

Carpisassi

Comès

et al. 2022

ACS Sustainable Chem. Eng.

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In this contribution, we have reported our study on the fine-tuned design and synthesis of new POLITAGs-Pd0 (POLymeric Ionic TAG) catalytic systems with the intention of defining highly efficient heterogeneous palladium catalysts stabilized by ionic tags able to operate at a very low loading while being fully recoverable/reusable. By varying both the support and the ratio between the metal and immobilized ionic tag, we have accessed five different heterogeneous catalytic systems that have been fully characterized (EA, XPS, TEM, and HR-TEM) to investigate their morphological differences. The catalytic efficiency of the newly prepared POLITAGs-Pd0 materials was then tested and compared in the representative Mizoroki–Heck cross-coupling reaction, a universally investigated and widely useful process. A close correlation between the catalyst support and catalytic performances has been highlighted. The best system POLITAG-Pd0-HM features a high TOF value (26,786 h–1), affording the final products in high isolated yields by using as little as only 0.0007 mol % of Pd. Moreover, this high catalytic activity coupled with the use of γ-valerolactone (GVL) as a green reaction medium has led to the definition of a very efficient waste-minimized protocol. The newly designed catalyst has been utilized in the representative synthesis of Amiloxate, a widely used sunscreen agent, that could be prepared with negligible metal contamination and very low E-factor.

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Palladium catalysts supported on biodegradable urea-based polymers in synthesis with CO – Part B

Markovič,

Lopatka,

Koóš

et al. 2024

Catalysis Today

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Competing commercial catalysts: Unprecedented catalyst activity and stability of Mizoroki-Heck reaction in a continuous packed bed reactor

Cited by 7 publications

References 64 publications

Highly Active Palladium-Containing FAU Zeolite Catalyst for Suzuki–Miyaura Reaction

Highly Active Palladium-Containing FAU Zeolite Catalyst for Suzuki–Miyaura Reaction

Tailor-Made POLITAG-Pd⁰ Catalyst for the Low-Loading Mizoroki–Heck Reaction in γ-Valerolactone as a Safe Reaction Medium

Palladium catalysts supported on biodegradable urea-based polymers in synthesis with CO – Part B

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Competing commercial catalysts: Unprecedented catalyst activity and stability of Mizoroki-Heck reaction in a continuous packed bed reactor

Cited by 7 publications

References 64 publications

Highly Active Palladium-Containing FAU Zeolite Catalyst for Suzuki–Miyaura Reaction

Highly Active Palladium-Containing FAU Zeolite Catalyst for Suzuki–Miyaura Reaction

Tailor-Made POLITAG-Pd0 Catalyst for the Low-Loading Mizoroki–Heck Reaction in γ-Valerolactone as a Safe Reaction Medium

Palladium catalysts supported on biodegradable urea-based polymers in synthesis with CO – Part B

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Product

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Tailor-Made POLITAG-Pd⁰ Catalyst for the Low-Loading Mizoroki–Heck Reaction in γ-Valerolactone as a Safe Reaction Medium