ORGN 367 |
| Cory S. Pecinovsky, Department of Chemistry, Department of Chemistry, University of Colorado, 420 Fox Street, Longmont, CO 80501 |
| Previous work in our group has shown that it is possible to enhance the selectivity and reactivity of heterogeneous acid and base catalysts by making the polymer nanostructured. This is accomplished by attaching the catalytic group to a polymerizable lyotropic liquid crystal (LLC) that forms the HII (columnar) phase. When photo-polymerized, this polymer is thought of being an organic analogue of a zeolite, with uniform pore sizes of 1-2 nm. H-bonding between head-groups can be used to encourage the self assembly of the HII phase with catalytic groups that are disruptive to the phase formation. Herein, we describe a similar approach with an enantioselective organocatalyst (MacMillan’s OrganocatalystTM) for the Diels-Alder reaction. Unique catalytic properties, like enhanced enantioselectivity, diastereoselectivity, and size selectivity, which could be attributed to the nanostructure, are currently being evaluated. |
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Physical Organic, Combinatorial, Materials, Molecular Recognition
8:00 PM-10:00 PM, Tuesday, March 30, 2004 Anaheim Convention Center -- Hall A, Poster
Division of Organic Chemistry |