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Synlett 2022; 33(08): 705-712
DOI: 10.1055/s-0041-1737325
DOI: 10.1055/s-0041-1737325
synpacts
How Rhodium(I)-Catalyzed Phosphorus(III)-Directed C–H Bond Functionalizations Can Improve the Catalytic Activities of Phosphines
We thank the CNRS, UR1, Agence Nationale de la Recherche (Grant No. ANR-20-CE07-0019-01) for providing financial support, and Z.Z. thanks the China Scholarship Council (CSC) for his Ph.D. grant (Grant No. 201706780007).
Abstract
Trivalent-phosphorus-containing molecules are widely used in fields ranging from catalysis to materials science. Efficient catalytic methods for their modifications, providing straightforward access to novel hybrid structures with superior catalytic activities, are highly desired to facilitate reaction improvement or discovery. We have recently developed new methods for synthesizing polyfunctional phosphines by C–C cross-couplings through rhodium-catalyzed C–H bond activation. These methods use a native P(III) atom as a directing group, and can be used in regioselective late-stage functionalization of phosphine ligands. Interestingly, some of the modified phosphines outperform their parents in Pd-catalyzed cross-coupling reactions.
1 Introduction
2 Early Examples of Transition-Metal-Catalyzed P(III)-Directed C–H Bond Activation/Functionalizations
3 Synthesis of Polyfunctional Biarylphosphines by Late-Stage Alkylation: Application in Carboxylation Reactions
4 Synthesis of Polyfunctional Biarylphosphines by Late-Stage Alkenylation: Application in Amidation Reactions
5 Conclusion
Keywords
phosphines - C–H bond activation - late-stage functionalization - rhodium catalysis - CO2 fixation - ligandsPublication History
Received: 14 October 2021
Accepted after revision: 30 November 2021
Article published online:
10 January 2022
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