Chiral porous metal phosphonates for heterogeneous asymmetric catalysis

US6878838B2 · kind B2 · utility

Assignee

• The University of North Carolina at Chapel Hill · US

Inventors

• Wenbin Lin · Chicago, US
• Aiguo Hu · Auckland, NZ
• Helen Ngo · North Wales, US

Key dates

• Filing date: Mar 24, 2003
• Grant date: Apr 12, 2005
• Expiry date: Apr 25, 2023

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C2601/02
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Chiral porous zirconium phosphonates containing metal complex moieties are provided, synthesized via a molecular building block approach, and characterized by a variety of techniques including TGA, adsorption isotherms, XRD, SEM, IR, and microanalysis. These hybrid solids may be used for enantioselective heterogeneous asymmetric hydrogenation of aromatic ketones with remarkably high e.e. values of up to 99.2%. Similarly prepared chiral porous solids may be used for asymmetric hydrogenation of β-keto esters with e.e.'s of up to 95%. The solid catalysts can also be easily recycled and reused multiple times without the loss of activity and enantioselectivity. Ready tunability of such a molecular building block approach allows the optimization of these hybrid materials to provide practically useful heterogeneous asymmetric catalysts.