Reductive aminations using a 3D printed supported metal(0) catalyst system

Genet, Charlotte; Nguyen, Xuan; Bayatsarmadi, Bita; Horne, Michael D.; Gardiner, James; Hornung, Christian H.

doi:10.1007/s41981-018-0013-6

Cited by 19 publications

(34 citation statements)

References 31 publications

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“…Recently, a 3-dimensional-printed monolith was reported that is coated with ground state metal (Figure 1C). [10,11] Although a minimal pressure drop was observed while using this monolith, the method is only applicable for ground state metal catalysis.…”

Section: Abstract: Continuous Flow; Heterogeneous Catalysis; Hydrogenmentioning

confidence: 99%

“…[2,[6][7][8][9] (C) Monolith support derived from a 3-dimensional printed structure plated with metal zero catalysts. [10,11] (D) In this work, a silica-based support that can be functionalized post synthesis is constructed from a removable 3-dimensional scaffold. tivity and product yield.…”

Section: Abstract: Continuous Flow; Heterogeneous Catalysis; Hydrogenmentioning

confidence: 99%

“…[1,2,[6][7][8][9] In many cases, these materials have pore sizes in the range of 1 μm-100 μm and are comprised of inorganic polymers such as silica, or organic polymers such as polystyrene. [10,11] Although a minimal pressure drop was observed while using this monolith, the method is only applicable for ground state metal catalysis. Recently, a 3-dimensional-printed monolith was reported that is coated with ground state metal (Figure 1C).…”

mentioning

confidence: 99%

“…A 1:1 mixture of ethanol:ethyl acetate was used to ensure hydrogen gas and substrate solubility. [10,11] (D) In this work, a silica-based support that can be functionalized post synthesis is constructed from a removable 3-dimensional scaffold. [2,[6][7][8][9] (C) Monolith support derived from a 3-dimensional printed structure plated with metal zero catalysts.…”

mentioning

confidence: 99%

“…[2,[6][7][8][9] (C) Monolith support derived from a 3-dimensional printed structure plated with metal zero catalysts. [5,10,11,17,18] Challenging nitro groups [19] which normally require long reaction times and often result in low yields of the amine product, were successfully reduced as demonstrated with the formation of 14 in 74% yield. COMMUNICATIONS asc.wiley-vch.de tivity and product yield.…”

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confidence: 99%

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Monolithic Silica Support for Immobilized Catalysis in Continuous Flow

et al. 2019

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Monolithic and packed-bed reactors featuring immobilized catalysts are well-precedented in continuous flow synthesis but can suffer from adverse pressure drops during use due to their small pore sizes and/or structural changes. Herein, we overcome this challenge with the synthesis of a structurally robust silica-based monolith featuring pore sizes on the millimeter scale. The 3-dimensional solid support structure is constructed from a polystyrene foam-based template and features a functional group handle that can be modified to display a reactive catalyst. Here we functionalize the support with palladium(0) for hydrogenation reactions and a modified proline catalyst for the alpha functionalization of aldehydes. Both reactors showed good activity and excellent catalytic longevity when utilized under continuous flow conditions.

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Section: Abstract: Continuous Flow; Heterogeneous Catalysis; Hydrogenmentioning

confidence: 99%

Section: Abstract: Continuous Flow; Heterogeneous Catalysis; Hydrogenmentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

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Monolithic Silica Support for Immobilized Catalysis in Continuous Flow

et al. 2019

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Catalytic Continuous Reductive Amination with Hydrogen in Flow Reactors

Zhang,

Xu,

et al. 2024

ChemCatChem

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Reductive amination with hydrogen is a green and atom‐efficient method to construct amines from accessible aldehydes and ketones. Flow reactors, with superior mass and heat transfer rate because of higher specific surface area, have emerged as a powerful tool to conduct reductive amination with high efficiency and selectivity. This article discusses the influence of catalysts, solvents, temperatures, additives, and substrate properties on reductive amination. Following this, a summary of research on reductive amination with hydrogen in flow reactors is provided. The investigations were classified based on distinct nitrogen sources, encompassing the use of ammonia, amines, and nitro compounds. Based on the influencing factors and reaction cases, the article analyzes the enhancement effects of temperature control, mass transfer intensification, and residence time distribution in flow reactors on the reductive amination. Finally, the article gives a conclusion by addressing challenges and prospects for further developments in this field.

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Durability Study of 3D‐Printed Catalytic Static Mixers for Hydrogenations in Chemical Manufacturing

Legg¹,

Zhang²,

Bourchier

et al. 2022

Chemie Ingenieur Technik

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Structured catalysts made by additive manufacturing offer the capability to seamlessly scale heterogeneous catalysis from lab to production with minimal effort to reengineer the process at intermediate steps. They can be tailored to meet certain process demands for mixing, heat transfer and flow resistance, in order to overcome flow maldistribution, hotspot or pressure drop issues, generally associated with traditional packed bed systems. Herein we investigate the long‐term durability of 3D‐printed Pd catalytic static mixers for their use in the hydrogenation of 4‐nitrobenzoic acid.

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Reductive aminations using a 3D printed supported metal(0) catalyst system

Cited by 19 publications

References 31 publications

Monolithic Silica Support for Immobilized Catalysis in Continuous Flow

Monolithic Silica Support for Immobilized Catalysis in Continuous Flow

Catalytic Continuous Reductive Amination with Hydrogen in Flow Reactors

Durability Study of 3D‐Printed Catalytic Static Mixers for Hydrogenations in Chemical Manufacturing

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