ORGN 32 |
| Wei Zhang, Department of Chemistry, University of Illinois at Urbana-Champaign, 600 S. Mathews Ave., Urbana, IL 61801 and Jeffrey S. Moore, department of Chemistry, University of illinois, Roger Adams Laboratory, University of Illinois, 600 S. Mathews Ave., Urbana, IL 61801. |
| The application of alkyne metathesis would be facilitated by more readily available catalysts and catalysts that give better performance, especially with regard to convenience of catalyst synthesis, substrate compatibility, and temperature required for catalytic activity. This presentation details a reductive recycle strategy for convenient synthesis of alkyne metathesis catalysts having activity at room temperature, and systematic studies on the scope and limitations of these trialkoxymolybdenum(VI) alkylidyne catalysts. The appropriate size of the alkynyl substituent on the substrate is found to be essential to successful alkyne metathesis. The highly active p-nitrophenol Mo(VI) catalyst has been successfully applied to one-step synthesis of high molecular weight linear polymers (PAEs) as well as arylene-ethynylene macrocycles. This protocol greatly simplifies the traditional multistep preparation of macrocycles, and will be of great use to both organic synthesis and polymer chemistry. |
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Metal-Mediated Reactions and Syntheses
8:00 AM-12:00 PM, Sunday, August 22, 2004 Pennsylvania Convention Center -- 201B, Oral
Division of Organic Chemistry |