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Article Dans Une Revue Faraday Discussions Année : 2023

Magnetic field-enhanced redox chemistry on-the-fly for enantioselective synthesis

Résumé

Chemistry on-the-fly is an interesting concept, extensively studied in recent years due to its potential use for recognition, quantification and conversion of chemical species in solution. In this context, chemistry on-the-fly for asymmetric synthesis is a promising field of investigation, since it can help to overcome mass transport limitations, present for example in conventional organic electrosynthesis. Herein, the synergy between a magnetic field-enhanced self-electrophoretic propulsion mechanism and enantioselective redox chemistry on-the-fly is proposed as an efficient concept to boost the stereoselective conversion. We employ Janus swimmers as redox-active elements, exhibiting a well-controlled clockwise or anticlockwise motion with a speed that can be increased by one order of magnitude in the presence of an external magnetic field. While moving, these bifunctional objects convert spontaneously on-the-fly a prochiral molecule into a specific enantiomer with high enantiomeric excess. The magnetic field-enhanced self-mixing of the swimmers, based on the formation of local magnetohydrodynamic vortices, leads to an significant improvement of the reaction yield and the conversion rate.

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Autre
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Dates et versions

hal-04041537 , version 1 (23-03-2023)

Identifiants

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Gerardo Salinas, Serena Arnaboldi, Patrick Garrigue, Giorgia Bonetti, Roberto Cirilli, et al.. Magnetic field-enhanced redox chemistry on-the-fly for enantioselective synthesis. Faraday Discussions, In press, ⟨10.1039/D3FD00041A⟩. ⟨hal-04041537⟩
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