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US 2024/0390882 A1Published application
Cationic cobalt complexes for asymmetric hydrogenation and methods of making the same
OwnerPaul J. Chirik, Connor S. MacNeilinventors
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Abstract
In one aspect, methods for the facile synthesis of cationic cobalt complexes for asymmetric hydrogenation of alkenes are provided. Synthetic methods described herein, in some embodiments, provide Co(I) precatalysts on a time scale and yield permitting catalytic evaluation of a significant number of enantiopure ligands.
Claims18
A method of making a cationic cobalt(I) complex comprising:
- providing a precursor complex of the formula:
- wherein one or both of the pyridine ligands are optionally substituted with one or more substituents;
- and
- substituting ligands of the precursor complex with optically active bis(phosphine) ligand and arene ligand to provide the cationic cobalt(I) complex of formula:
- wherein R1 and R2 are independently selected from the group consisting of alkyl and heteroalkyl, and X− is a counterion.
2 more elements
A method of asymmetric alkene hydrogenation comprising:
- providing an alkene substrate, and hydrogenating the alkene substrate in the presence of a cationic cobalt(I) catalyst to yield a single enantiomer reaction product, wherein the cationic cobalt(I) catalyst is derived from a precatalyst of the formula:
- wherein
- is optically active bis(phosphine) ligand, and X− is a counterion, the precatalyst being synthesized by providing a precursor complex of the formula:
- wherein one or both of the pyridine ligands are optionally substituted with one or more substituents, and
- substituting ligands of the precursor complex with the optically active bis(phosphine) ligand and arene ligand, wherein R1 and R2 are independently selected from the group consisting of alkyl and heteroalkyl.
2 more elements
A transition metal complex of the formula:
- wherein
- is optically active bis(phosphine) ligand, and R1 and R2 are independently selected from the group consisting of alkyl and heteroalkyl.
A method of making a cationic cobalt (I) complex comprising:
- providing a cationic cobalt(I) arene sandwich precursor complex, and substituting an arene ligand of the precursor complex with an optically active bis(phosphine) ligand to provide the cationic cobalt(I) complex of formula:
- wherein X− is a counterion.
Dependencies are inferred from the claim text.