ORGN 90 |
| Described here are the synthetic details en-route to, and the applications of several bifunctional molecules in catalysis. Synthetic routes to a range of benzylamine based chiral and achiral Lewis Acid – Lewis base containing molecules are detailed. N,N-diisopropylbenzylamine-2-boronic acid was found to be a highly efficient catalyst for direct amide formation from amine and carboxylic acid without a dehydrating agent. For example; the reaction of 4-phenylbutyric acid and benzylamine to produce N-benzyl-4-phenylbutyramide. Other successful coupling combinations will also be detailed as well as results for other N,N-dialkylbenzylamine-2-boronic acids including chiral examples. Also included is the synthesis of compounds based around the N,N-dimethylnaphthylamine-8-boronic acid. Results of high throughput screening of a range of bifunctional boronic acids for catalytic activity will also be detailed. |
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Heterocycles, Aromatics, Materials, Devices, Switches, Combinatorial Chemistry, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, 13 March 2005 Convention Center -- Hall D, Poster
Division of Organic Chemistry |