An Investigation into the Tether Length and Substitution Pattern of Arene-Substituted Complexes for Asymmetric Transfer Hydrogenation of Ketones

Fung Kei Cheung, Changxue Lin, Franco Minissi, Adriana Lorente Crivillé, M. A. Graham, David J. Fox, Martin Wills

Organic Letters · 2007 · 128 citations · 29 references

Concepts

Abstract

A series of Ru(II) catalysts were prepared and tested in the asymmetric transfer hydrogenation of ketones. The catalyst containing a "4-carbon" tether gave the fastest rates of ketone reduction. This is due to both increased rate of regeneration of hydride "Ru-H" and increased rate of ketone reduction. Several classes of ketone were reduced in enantiomeric excesses of up to 97%. Substituents on the arene ring of the catalyst influence the reaction rate and enantioselectivity.

References

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