Supramolecular catalysis

CONTRIBUTORS : Matthieu RAYNAL, Laurent BOUTEILLER

We use supramolecular polymers with a helical main chain stabilised by hydrogen bonds as asymmetric catalysts. We have shown that the enantioselectivity of copper and rhodium catalysts can be modulated by mixing benzene 1,3,5-tricarboxamide (BTA) monomers that self-associate into chiral helices that are stable in solution. The novelty of our approach lies in the fact that the structure of the polymers and the outcome of the catalytic reaction are intimately linked.

Our main achievements have recently been summarised here[1,2] We have been invited to contribute to the special issue “New Concepts in Homogeneous Catalysis” in ChemCatChem[1], the thematic issue on switchable catalysis in Chem. Commun[3] and to the 2021 Emerging Investigator Issue of Catal. Sci. Technol[4].

[1] Catalysts supported by homochiral molecular helices: A new concept to implement asymmetric amplification in catalytic science

Yan Li, Laurent Bouteiller, Matthieu Raynal* ChemCatChem, 2019, 11, 5212-5226

[2] Supramolecular helical catalysts

M. Raynal, L. Bouteiller, in Supramolecular Catalysis: New Directions and Developments, First Edition, Eds. P. W. N. M. van Leeuwen and M. Raynal, WILEY-VCH GmbH, 12/2021

[3] Modulation of catalyst enantioselectivity through reversible assembly of supramolecular helices

Yan Li, Xavier Caumes, Matthieu Raynal,* Laurent Bouteiller Chem. Commun., 2019, 55, 2162-2165

[4] Asymmetric hydroamination with far fewer chiral species than copper centers achieved by tuning the structure of supramolecular helical catalysts

Paméla Aoun, Ahmad Hammoud, Mayte A. Martínez-Aguirre, Laurent Bouteiller, Matthieu Raynal* Catal. Sci. Technol., 2022, 12, 834-842