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Org Lett. 2007 Feb 15;9(4):567-70. Epub 2007 Jan 24.

A Lewis acid-Lewis base bifunctional catalyst from a new mixed ligand.

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  • 1Department of Chemistry, University of Toledo, Toledo, Ohio 43606, USA. yun-ming.lin@utoledo.edu


Covalent attachment of quinine to a salen framework through a racemic linker gave a new mixed ligand in a 1:1 diastereomeric mixture, from which an active Lewis acid-Lewis base (LA*-LB*) bifunctional catalyst derived from Co(II) was discovered by the screening of metal complexes. The remarkable intramolecular bifunctional catalytic activity (1 mol % catalyst loading) of the new catalyst was demonstrated using a proof-of-principle reaction. [reaction: see text].

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