Hydroformylation and Hydroaminomethylation are among the most applied catalytic process in industry worldwide, being efficient atom-economic reactions for the synthesis of aldehydes and amines from olefines. We report here a sustainable and generally appliable protocols for the regioselective hydroaminomethylation of terminal alkenes in water, taking advantage from both micellar and microwave catalysis which sustainability was studied trough a Life Cycle Assessment (LCA) analysis in comparison with other protocols developed so far. Moving from Green Chemistry to Circular Chemistry, a more sustainable solution is proposed by replacing PEG-based surfactants used in the micellar protocol previously developed, with industrial waste-derived biomasses for the hydroformylation in water of terminal olefins, using the biomass, as an additive to regioselectively produce valuable linear aldehydes. In a circular economy approach, the biomasses can be valorized, otherwise treated as special waste. The process is generally applicable to various terminal alkenes thus producing a library of linear aldehydes. The catalyst, the ligand, together with the biomass and water, can be recovered and reused without a reliable decrease in conversion into the desired product and without using organic solvents, further reducing the environmental impact of the proposed methodology. A wide environmental assessment is reported for this protocol, considering both Green Metrics and LCA calculations, confirming its efficiency and sustainability with respect to traditional hydroformylation methods. This proof of concept demonstrates the potential for industrial waste-derived biomasses to be used in the development of low impact catalytic processes, promoting a zero-waste approach and laying the foundation to develop a bio-refineries that produce the chemicals necessary for the industry itself. Another step toward the improvement of sustainability of hydroformylation reaction is here reported. Three iron carbonyl complexes were synthetized, thoroughly characterized and evaluated for hydroformylation reaction. The optimized conditions are applied to both aliphatic and aromatic alkenes and preliminary insights on the potential reaction mechanism are provided.

Romagnoli, G. (2025). From tanneries solid waste to catalysis.

From tanneries solid waste to catalysis

Romagnoli, Giulia
2025-05-16

Abstract

Hydroformylation and Hydroaminomethylation are among the most applied catalytic process in industry worldwide, being efficient atom-economic reactions for the synthesis of aldehydes and amines from olefines. We report here a sustainable and generally appliable protocols for the regioselective hydroaminomethylation of terminal alkenes in water, taking advantage from both micellar and microwave catalysis which sustainability was studied trough a Life Cycle Assessment (LCA) analysis in comparison with other protocols developed so far. Moving from Green Chemistry to Circular Chemistry, a more sustainable solution is proposed by replacing PEG-based surfactants used in the micellar protocol previously developed, with industrial waste-derived biomasses for the hydroformylation in water of terminal olefins, using the biomass, as an additive to regioselectively produce valuable linear aldehydes. In a circular economy approach, the biomasses can be valorized, otherwise treated as special waste. The process is generally applicable to various terminal alkenes thus producing a library of linear aldehydes. The catalyst, the ligand, together with the biomass and water, can be recovered and reused without a reliable decrease in conversion into the desired product and without using organic solvents, further reducing the environmental impact of the proposed methodology. A wide environmental assessment is reported for this protocol, considering both Green Metrics and LCA calculations, confirming its efficiency and sustainability with respect to traditional hydroformylation methods. This proof of concept demonstrates the potential for industrial waste-derived biomasses to be used in the development of low impact catalytic processes, promoting a zero-waste approach and laying the foundation to develop a bio-refineries that produce the chemicals necessary for the industry itself. Another step toward the improvement of sustainability of hydroformylation reaction is here reported. Three iron carbonyl complexes were synthetized, thoroughly characterized and evaluated for hydroformylation reaction. The optimized conditions are applied to both aliphatic and aromatic alkenes and preliminary insights on the potential reaction mechanism are provided.
16-mag-2025
XXXVII
Romagnoli, G. (2025). From tanneries solid waste to catalysis.
Romagnoli, Giulia
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11365/1291074