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Electrochemical hydrogenation of alkenes over a nickel foam guided by life cycle, safety and toxicological assessments
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0002-5212-8255
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0003-4819-0854
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2025 (English)In: Green Chemistry, ISSN 1463-9262, E-ISSN 1463-9270, Vol. 27, no 1, p. 227-239Article in journal (Refereed) Published
Abstract [en]

The electrochemical hydrogenation of enones and alkenes using commercial nickel foam and an aqueous acidic solution is presented. The reaction shows excellent selectivity in Cvs. CO reduction, with enhanced activity when using 7% of nBuOH as cosolvent. The method presents good applicability and recyclability properties, with more than 30 different substrates explored, and it can be recycled at least 15 times. Toxicological and screening life cycle assessments were used to identify potential “hotspots” of environmental and human health impact during the development phase of the method, as well as to evaluate the performance of the electrochemical nickel method against the conventional use of Pd/C and H2 gas.

Place, publisher, year, edition, pages
2025. Vol. 27, no 1, p. 227-239
National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-237929DOI: 10.1039/d4gc02924kISI: 001362649300001Scopus ID: 2-s2.0-85210986953OAI: oai:DiVA.org:su-237929DiVA, id: diva2:1927295
Funder
Mistra - The Swedish Foundation for Strategic Environmental Research, 2018/11Swedish Research CouncilAvailable from: 2025-01-14 Created: 2025-01-14 Last updated: 2025-03-27Bibliographically approved
In thesis
1. Advances in Sustainable Catalytic Transformations for Organic Synthesis
Open this publication in new window or tab >>Advances in Sustainable Catalytic Transformations for Organic Synthesis
2025 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

The use of metal catalysts is key for many chemical industrial processes. Many of these rely on noble metals which, despite their excellent performance, are scarce and present environmental and societal challenges. Thus, the development of alternative and sustainable synthetic protocols are of utmost importance. Transitioning to abundant metals, such as first-row transition metals (also known as base metals), is the most logical and preferred strategy. However, this transition is not straightforward due to the different reactivity that these metals present. Another strategy to minimize the impact of noble metals is to use them in a more efficient manner.

The work of this thesis contributes to the development of synthetic methods for organic chemistry motivated by sustainability aspects. The strategies explored were transitioning to base metal catalysis, use of light and electricity as energy sources, and the immobilization of homogeneous catalysts. First, a method was developed using an iron complex for the synthesis of allenylboronates from propargyl acetates. Secondly, a heterogeneous photocatalyst PCN-222(Pd) was developed and used for the aerobic cross-condensation of amines. Thirdly, the immobilization of Ru(BINAP)(OAc)2 on cellulose was developed and used for the asymmetric hydrogenation of aliphatic α,β-unsaturated carboxylic acids. Finally, the use of nickel foam as electrocatalyst for the hydrogenation of alkenes was investigated and compared with the traditional Pd/C and H2 gas method via life cyle, toxicological and safety assessments. 

Although catalysis is a tool that can assist in achieving this goal, it is important to highlight that many other aspects require attention, such as recyclability, the use of greener solvents, transition to renewable feedstocks like bio-ethanol, and shorter synthetic protocols, to name a few.

Finally, it is important to understand that addressing all the sustainability aspects of an organic chemistry process is very challenging. However, the improvement of part of these aspects can contribute to the development of a sustainable chemistry in a step-wise manner. 

Place, publisher, year, edition, pages
Stockholm: Department of Organic Chemistry, Stockholm University, 2025. p. 78
Keywords
Catalysis, Sustainability, Photochemistry, Electrochemistry, Organic Synthesis, Cellulose
National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
urn:nbn:se:su:diva-237931 (URN)978-91-8107-078-1 (ISBN)978-91-8107-079-8 (ISBN)
Public defence
2025-02-24, Magneli Salen, Kemiska övningslaboratoriet, Svante Arrhenius väg 16B, Stockholm, 09:30 (English)
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Supervisors
Available from: 2025-01-30 Created: 2025-01-14 Last updated: 2025-01-23Bibliographically approved

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Tortajada, Pedro JesusMartínez-Pardo, PabloJohansson, Magnus J.Martín‐Matute, Belén

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