Synthesis and Application of Chiral Phosphino-Imidazoline Ligands:  Ir-Catalyzed Enantioselective Hydrogenation

A series of chiral phosphino-imidazolines (PHIM ligands) 1a−j with different substituents at the stereogenic center, the nitrogen atom of the imidazoline ring, and at the phosphorus atom were synthesized. Iridium complexes derived from these ligands have been evaluated as catalysts for the enantiose...

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Bibliographic Details
Published in:Organic letters Vol. 4; no. 26; pp. 4713 - 4716
Main Authors: Menges, Frederik, Neuburger, Markus, Pfaltz, Andreas
Format: Journal Article
Language:English
Published: United States American Chemical Society 26-12-2002
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Summary:A series of chiral phosphino-imidazolines (PHIM ligands) 1a−j with different substituents at the stereogenic center, the nitrogen atom of the imidazoline ring, and at the phosphorus atom were synthesized. Iridium complexes derived from these ligands have been evaluated as catalysts for the enantioselective hydrogenation of unfunctionalized olefins. In several cases, higher enantiomeric excesses were observed than with analogous phosphino-oxazoline ligands.
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol027253c