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ClickFerrophos:  New Chiral Ferrocenyl Phosphine Ligands Synthesized by Click Chemistry and the Use of Their Metal Complexes as Catalysts for Asymmetric Hydrogenation and Allylic Substitution

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posted on 20.12.2007, 00:00 by Shin-ichi Fukuzawa, Hiroshi Oki, Mitsuteru Hosaka, Jun Sugasawa, Satoshi Kikuchi
The new ferrocenyl P,P- and P,N-ligands 5 and 6 (collectively, “ClickFerrophos”) were readily prepared in four steps using Click Chemistry methodology, starting from the commercially available aminoferrocene 1. Rhodium and ruthenium complexes of ClickFerrophos 5 were effective catalysts for the hydrogenation of alkenes and ketones, respectively, producing products with up to 99.7% ee. The analogous palladium complex with 6 worked well for asymmetric allylic alkylation.