CHED 304 |
| Heterocycles featuring exocyclic hydrogen bond donors and acceptors can act as efficient organocatalyts for the acylation of alcohols. In the presence of a complementary, non-catalytic heterocycle that matches the hydrogen bonding pattern of the catalyst, catalytic activity is shut down. However, upon breaking the hydrogen bonds at higher temperature ("melting"), the catalyst regains its nucleophilic activity. Therefore the catalytic activity can be effectively attenuated based on both the temperature of reaction and presence of a complementary hydrogen bond donor/acceptor. Kinetic data representing activity attenuation is presented for nucleophilic heterocyclic organocatalyts. Attempts to perform kinetic resolution with chiral hydrogen bond-containing catalysts are discussed.
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Undergraduate Research Poster Session
2:30 PM-4:30 PM, Monday, August 20, 2007 BCEC -- Exhibit Hall - B2, Poster
Division of Chemical Education |
