Abstract
Phosphine free iridium catalysts with simple structures show efficient enantioselectivities and activities in the asymmetric hydrogenation of simple ketones by using chiral iridium catalysts to chiral alcohols with up to 96% ee.
Highlights
The catalytic reduction of polar multiple bonds-mainly carbonyl (–C]O) functionalities into corresponding hydroxyl (–CH–OH) functionalities by molecular hydrogen has great signi cance in modern synthetic chemistry
It has been well established that organometallic complexes of ruthenium have been wellemployed in this scenario, recently in particular by the groups of Noyori[6] and Braunstein.[7]
We report the synthesis and structure of phosphorus-free iridium catalysts containing aminopyridinato and pyridylalkylamine (Scheme 1) and cod ligands for the hydrogenation of simple ketones
Summary
The catalytic reduction of polar multiple bonds-mainly carbonyl (–C]O) functionalities into corresponding hydroxyl (–CH–OH) functionalities by molecular hydrogen has great signi cance in modern synthetic chemistry. The stereoselective hydrogenation of ketones to yield enantiomerically pure alcohols is a key step, in the synthesis of ne chemicals, perfumes, and pharmaceuticals This reaction is normally performed by complexes of precious metals (e.g. Ru, Rh, Ir) using either H2 or iPrOH as the hydrogen source.[1] In particular, the reduction of ketones with gaseous hydrogen provides an atom-economical synthetic method. Cod can be hydrogenated to provide vacant coordination sites around iridium and increase the catalytic activities of the complexes.[16] In this paper, we report the synthesis and structure of phosphorus-free iridium catalysts containing aminopyridinato and pyridylalkylamine (Scheme 1) and cod ligands for the hydrogenation of simple ketones. Scheme 1 Aminopyridinato (a, b) and pyridylalkylamine (c–h) ligands
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