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 фев. 2023
Accepted
22 мар. 2023
First published
22 мар. 2023

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements