Volume 247, 2023

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

Abstract

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 method to boost 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 a significant improvement of the reaction yield and the conversion rate.

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

Associated articles

Supplementary files

Article information

Article type
Paper
Submitted
15 ก.พ. 2566
Accepted
22 มี.ค. 2566
First published
22 มี.ค. 2566

Faraday Discuss., 2023,247, 34-44

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

G. Salinas, S. Arnaboldi, P. Garrigue, G. Bonetti, R. Cirilli, T. Benincori and A. Kuhn, Faraday Discuss., 2023, 247, 34 DOI: 10.1039/D3FD00041A

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