CHED 276 |
| Primary amines remain surprisingly difficult to prepare efficiently due to the frequent production of di- and tri-substituted amines in substitution reactions. Our research proposes a synthetic route for the selective formation of primary amines mediated by a zinc amide complex. Zinc hydroxides have been observed in numerous enzymes, in which the hydroxide group's reactivity allows for the formation of new C-O bonds by nucleophilic mechanisms. Following this blueprint, we aim to attach an -NH2 group to a zinc atom, and use the resulting activated nitrogen center to prepare C-N bonds. This work represents a first step toward future catalytic applications of such a reaction. The targeted amide complex features a substituted trispyrazolyl borate ligand previously reported to stabilize a monomeric zinc hydroxide. Progress along several avenues toward the synthesis of the desired amide will be presented, as will related zinc amide chemistry. |
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Undergraduate Research Poster Session: Inorganic Chemistry
2:30 PM-4:30 PM, Monday, 11 September 2006 Moscone Center -- Hall D, Poster
Division of Chemical Education |