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Journal Article

A New Ligand Design Based on London Dispersion Empowers Chiral Bismuth–Rhodium Paddlewheel Catalysts

MPS-Authors
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Singha,  Santanu
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Buchsteiner,  Michael
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Bistoni,  Giovanni
Research Group Bistoni, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Goddard,  Richard
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Fürstner,  Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Supplementary Material (public)

ja1c01972_si_001.pdf
(Supplementary material), 14MB

Citation

Singha, S., Buchsteiner, M., Bistoni, G., Goddard, R., & Fürstner, A. (2021). A New Ligand Design Based on London Dispersion Empowers Chiral Bismuth–Rhodium Paddlewheel Catalysts. Journal of the American Chemical Society, 143(15), 5666-5673. doi:10.1021/jacs.1c01972.


Cite as: https://hdl.handle.net/21.11116/0000-0008-7030-3
Abstract
Heterobimetallic bismuth–rhodium paddlewheel complexes with phenylglycine ligands carrying TIPS-groups at the meta-positions of the aromatic ring exhibit outstanding levels of selectivity in reactions of donor/acceptor and donor/donor carbenes; at the same time, the reaction rates are much faster and the substrate scope is considerably wider than those of previous generations of chiral [BiRh] catalysts. As shown by a combined experimental, crystallographic, and computational study, the new catalysts draw their excellent application profile largely from the stabilization of the chiral ligand sphere by London dispersion (LD) interactions of the peripheral silyl substituents.