ORGN 499 |
| Trityl tetrakis(pentafluorophenyl)borate (1) is an effective hydride acceptor for the activation of amine boranes and phosphine boranes (2). Using this noncoordinating counterion leads to stabilization of the activated borane complexes by formation of a hydride-bridged dimer (3). In the absence of other nucleophiles, the triphenylmethane byproduct (4) reacts with 3 by electrophilic aromatic substitution. Activation of benzylamine boranes by 1 leads to an intramolecular reaction, giving ortho-substituted products selectively. Investigations into catalytic activation methods for the directed aromatic substitution will be discussed.
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New Reactions and Methodology, Heterocycles and Aromatics, Bioorganic Chemistry
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster
Sci-Mix
Division of Organic Chemistry |
