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Catalysis to Upgrade Phosphorus-Containing Molecules

Catalysis to Upgrade Phosphorus-Containing Molecules

Catalysis to Upgrade Phosphorus-Containing Molecules

Ligand properties display remarkable variations, with even minor differences capable of exerting a substantial impact on the yield, selectivity, and efficiency of catalytic reactions. In our research, our objective is to construct extensive libraries of phosphines and unlock novel reactivities. To achieve this goal, we are developing innovative methods to diversify phosphines through catalytic C–H bond functionalization using trivalent phosphorus as inherent directing group. Additionally, we are exploring the potential application of these catalytic transformations in the synthesis of organic materials incorporating phosphorus atoms.

Key References

Synthesis of Mixed Phosphine–Phosphine Oxide Ligands by Rh(I)-Catalyzed C─H Bond Alkylation
L. Geminiani, R. Jackstell, K. Junge, M. Beller,* J.-F. Soulé*. ChemCatChem 2025, 17, e00639. (10.1002/cctc.202500639).  Link
Room-Temperature Rh(I)-Catalyzed P(III)-Directed C–H Bond Alkylation: Enhanced Reactivity through Ligand Acceleration
J. Zhang, J.-F. Soulé*. ACS Catal. 2025, 2839-2846. (10.1021/acscatal.4c05673).  Link
Ga aniline Chem Sci
Rhodium(I)-Catalyzed Cascade Csp2–H Bond Alkylation – Amidation of Anilines: Phosphorus as Traceless Directing Group
M. Peng, D. Ari, T. Roisnel, H. Doucet, J.-F. Soulé*. Chem. Sci. 2023, 14, 9055-9062. (10.1039/d3sc02992a).  Link
100.phosphinoalkene ol
Late-Stage Diversification of Biarylphosphines through Rhodium(I)-Catalyzed C–H Bond Alkenylation with Internal Alkynes
Z. Zhang, M. Cordier, P. H. Dixneuf, J.-F. Soulé* . Org. Lett.  2020, 22, 5936-5940. (10.1021/acs.orglett.0c02023).  Link
93.rh alkylation acie toc
Rh(I)-Catalyzed P(III)-Directed C–H Bond Alkylation: Design of Multifunctional Phosphines for Carboxylation of Aryl Bromides with Carbon Dioxide
Z. Zhang, T. Roisnel, P. H. Dixneuf, J.-F. Soulé*. Angew. Chem. Int. Ed. 2019, 58, 14110-14114. (10.1002/anie.201906913).  Link
59.phosphineoxidetoc
Ruthenium-Catalyzed C-H Bond Alkylation of Arylphosphine Oxides with Alkenes: A Straightforward Access to Bifunctional Phosphorous Ligands with a Pendent Carboxylate
C.-S. Wang, P. H. Dixneuf, J.-F. Soulé* . ChemCatChem 2017, 9, 3117-3120. (DOI:10.1002/adsc.201700435).  Link