Synfacts 2009(5): 0528-0528  
DOI: 10.1055/s-0029-1216593
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Application of Heterobidentate Rhodium Complexes in Asymmetric Hydrogenation

Contributor(s): Mark Lautens, Jane Panteleev
P.-A. R. Breuil, F. W. Patureau, J. N. H. Reek*
University of Amsterdam, The Netherlands
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
22. April 2009 (online)

Significance

While chiral bidentate ligands have become widespread in asymmetric catalysis, the difficulty in their synthesis remains a drawback. It is possible to apply a chiral monodentate ligand along with a non-chiral ligand to afford enantio­induction, but undesired formation of homodimeric complexes can be problematic. The authors report a highly efficient formation of a heterodimeric ligand rhodium complex I, by utilizing ligands capable of hydrogen bonding. Complex I is formed in excellent yield and is shown to react in asymmetric hydrogenations of substituted alkenes, yielding enantioselectivities superior to previous reports.

Review: B. Breit Angew. Chem. Int. Ed. 2005, 44, 6816-6825.