Bulky, electron-rich, renewable: analogues of Beller's phosphine for cross-couplings.
Catal Sci Technol
; 13(23): 6733-6742, 2023 Nov 27.
Article
em En
| MEDLINE
| ID: mdl-38026730
ABSTRACT
In recent years, considerable progress has been made in the conversion of biomass into renewable chemicals, yet the range of value-added products that can be formed from biomass remains relatively small. Herein, we demonstrate that molecules available from biomass serve as viable starting materials for the synthesis of phosphine ligands, which can be used in homogeneous catalysis. Specifically, we prepared renewable analogues of Beller's ligand (di(1-adamantyl)-n-butylphosphine, cataCXium® A), which is widely used in homogeneous catalysis. Our new renewable phosphine ligands facilitate Pd-catalysed Suzuki-Miyaura, Stille, and Buchwald-Hartwig coupling reactions with high yields, and our catalytic results can be rationalized based on the stereoelectronic properties of the ligands. The new phosphine ligands generate catalytic systems that can be applied for the late-stage functionalization of commercial drugs.
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01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
Catal Sci Technol
Ano de publicação:
2023
Tipo de documento:
Article