ORGN 573 |
| The copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC), which provides facile access to 1,4-disubstituted-1,2,3-triazoles, has enabled applications in organic synthesis, materials science, bioconjugate and medicinal chemistry. Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine ligand (TBTA), discovered soon after the CuAAC, has been shown to significantly accelerate the reaction and prevent oxidation of Cu(I). In addition, it appears to sequester free copper ions, thereby limiting degradation of the biological molecules. To further improve the CuAAC process, we synthesized and studied a series of triazolyl phosphine analogs of TBTA. Screening of their performance revealed several active P,N-copper(I) complexes that exhibit catalytic activity and stability superior to their nitrogen ancestor.
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Physical Organic Chemistry, Metal-Mediated Reactions, Asymmetric Reactions and Syntheses
8:00 PM-10:00 PM, Tuesday, August 21, 2007 BCEC -- Exhibit Hall - B2, Poster
Division of Organic Chemistry |
