Efficient palladium catalysis for the upgrading of itaconic and levulinic acid to 2-pyrrolidones followed by their vinylation into value-added monomers

Louven, Yannik; Haus, Moritz O.; Konrad, Marc; Hofmann, Jan P.; Palkovits, Regina

doi:10.1039/d0gc01043j

Cited by 14 publications

(3 citation statements)

References 34 publications

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“…683 Finally, 2pyrrolidone synthesized from levulinic acid was functionalized by reaction with acetylene at 150 °C and 15 bar to generate vinyl monomers with yields of up to 82% (Figure 54). 684 These could then be polymerized through the vinylic groups and then subsequently ring-opened to form complex polymeric structures; however, one of the issues with the method is that the catalyst was not recoverable as the carbon support broke down.…”

Section: -Membered Lactamsmentioning

confidence: 99%

Polymers without Petrochemicals: Sustainable Routes to Conventional Monomers

et al. 2022

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Access to a wide range of plastic materials has been rationalized by the increased demand from growing populations and the development of high-throughput production systems. Plastic materials at low costs with reliable properties have been utilized in many everyday products. Multibillion-dollar companies are established around these plastic materials, and each polymer takes years to optimize, secure intellectual property, comply with the regulatory bodies such as the Registration, Evaluation, Authorisation and Restriction of Chemicals and the Environmental Protection Agency and develop consumer confidence. Therefore, developing a fully sustainable new plastic material with even a slightly different chemical structure is a costly and long process. Hence, the production of the common plastic materials with exactly the same chemical structures that does not require any new registration processes better reflects the reality of how to address the critical future of sustainable plastics. In this review, we have highlighted the very recent examples on the synthesis of common monomers using chemicals from sustainable feedstocks that can be used as a like-for-like substitute to prepare conventional petrochemical-free thermoplastics.

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Section: -Membered Lactamsmentioning

confidence: 99%

Polymers without Petrochemicals: Sustainable Routes to Conventional Monomers

et al. 2022

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“…Louven et al. designed a highly active heterogeneous Pd catalyst that could promote the reductive amination of LA [39] . In the synthesis of this catalyst, a negatively charged Pd complex ([PdCl 4 ] 2− ) was used in a strongly acidic aqueous solution.…”

Section: Catalytic System For the Reductive Amination Of Lamentioning

confidence: 99%

“…[38] Louven et al designed a highly active heterogeneous Pd catalyst that could promote the reductive amination of LA. [39] In the synthesis of this catalyst, a negatively charged Pd complex ([PdCl 4 ] 2 À ) was used in a strongly acidic aqueous solution. Therefore, a high loading of zero charge point (PZC) (preferably 7-11) should favor a positively charged surface states, resulting in optimal precursor loading interactions.…”

Section: Catalytic Effects Of Metal Sitesmentioning

confidence: 99%

Reductive Amination of Levulinic Acid to Pyrrolidones: Key Step in Biomass Valorization towards Nitrogen‐Containing Chemicals

Wang,

Lu,

Guo

et al. 2023

ChemSusChem

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Nowadays, the field of biomass conversion is gradually moving towards a hopeful era. The preparation of nitrogen‐containing chemicals using various biomass resources instead of fossil resources cannot only reduce carbon emissions, but also diversify the products of biomass conversion, thus increasing the economic competitiveness of biomass refining systems. LA can be used as a promising intermediate in biomass conversion for further synthesis of pyrrolidone via reductive amination. However, there are still many critical issues to be solved. Particularly, the specific effects of catalysts on the performance of LA reductive amination have not been sufficiently revealed, and the potential impacts of key conditional factors have not been clearly elucidated. In view of this, this review attempts to provide theoretical insights through an in‐depth interpretation of the above key issues. The contribution of catalysts to the reductive amination of LA as well as the catalyst structural preferences that favor for improving catalytic performance are discussed. In addition, the role of key conditional factors is discussed. The insights presented in this review will contribute to the design of catalyst nanostructures and the rational configuration of green reaction conditions, which may provide inspiration to facilitate the nitrogen‐related transformation of more biomass platform molecules.

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Major Advances in Syntheses of Biomass Based Amines and Pyrrolidone Products by Reductive Amination Process of Major Bio-derived Platform Molecules

Gokhale,

Bhanage

2023

Biofuels and Biorefineries

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Efficient palladium catalysis for the upgrading of itaconic and levulinic acid to 2-pyrrolidones followed by their vinylation into value-added monomers

Abstract: Bio-based monomers are produced in a two-step process starting from common platform chemicals. The heterogeneously catalyzed reduction of bio-based acids into 2-pyrrolidones makes for a promising drop-in technology for the industrial NVP production.

Cited by 14 publications

References 34 publications

Polymers without Petrochemicals: Sustainable Routes to Conventional Monomers

Polymers without Petrochemicals: Sustainable Routes to Conventional Monomers

Reductive Amination of Levulinic Acid to Pyrrolidones: Key Step in Biomass Valorization towards Nitrogen‐Containing Chemicals

Major Advances in Syntheses of Biomass Based Amines and Pyrrolidone Products by Reductive Amination Process of Major Bio-derived Platform Molecules

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