Synthesis of Symmetric and P-Stereogenic Self-Assembling Pyridone-Based Phosphorus Ligands

Abstract 6-(Diphenylphosphino)pyridin-2(1H)-one (6-DPPon) is a unique ligand that can self-assemble in transition metal complexes. This self-assembly is achieved through hydrogen bonding interactions that mimic a bidentate coordination sphere. As a consequence, there is considerable interest in preparing derivatives of 6-DPPon and optimizing their synthesis. Herein, we present different methods for the preparation of self-assembling pyridone-based phosphorus ligands. Nineteen pyridone ligands were prepared using electrophilic and nucleophilic routes, including eleven P-stereogenic ligands.

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Publication Details

Journal
Synthesis
Published
2025-08-03
DOI
https://doi.org/10.1055/a-2675-3869
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
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article

Synthesis of Symmetric and P-Stereogenic Self-Assembling Pyridone-Based Phosphorus Ligands

Felix Bauer, Wolfgang Seiche, Bernhard Breit, Christoph Waloch et al.
Synthesis
Asymmetric Hydrogenation and Catalysis
article

Synthesis of Symmetric and P-Stereogenic Self-Assembling Pyridone-Based Phosphorus Ligands

Felix Bauer, Wolfgang Seiche, Bernhard Breit, Christoph Waloch, Niklas Dierenbach
article en

Abstract

Abstract 6-(Diphenylphosphino)pyridin-2(1H)-one (6-DPPon) is a unique ligand that can self-assemble in transition metal complexes. This self-assembly is achieved through hydrogen bonding interactions that mimic a bidentate coordination sphere. As a consequence, there is considerable interest in preparing derivatives of 6-DPPon and optimizing their synthesis. Herein, we present different methods for the preparation of self-assembling pyridone-based phosphorus ligands. Nineteen pyridone ligands were prepared using electrophilic and nucleophilic routes, including eleven P-stereogenic ligands.

SynthesisVol. 57(21)
University of Freiburg (DE)
Openalex Percentile: Top 84%
Asymmetric Hydrogenation and Catalysis
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