Classical reagents: new surprises in palladium-catalyzed C--C coupling reactions.
From investigations on a relatively simple concept to identify conditions for promoting Mizoroki-Heck reactions with vinyl tosylates and phosphates, two serendipitous discoveries were made concerning new properties of palladium as a catalyst. In the first case, beta-hydride eliminations well known for alkyl metal complexes were found to be equally feasible with alkenyl metal compounds. And secondly, conditions were found for promoting intermolecular ene-yne couplings via a PdII-H intermediate. This coupling reactions represents an atom economical Mizoroki-Heck type reaction.
Lindhardt
Anders T
AT
The Center for Insoluble Protein Structures (inSPIN), Department of Chemistry and the Interdisciplinary Nanoscience Center, University of Aarhus, Langelandsgade, 140, 8000 Aarhus (Denmark), Fax: (+45) 8619-6199.
Skrydstrup
Troels
T
The Center for Insoluble Protein Structures (inSPIN), Department of Chemistry and the Interdisciplinary Nanoscience Center, University of Aarhus, Langelandsgade, 140, 8000 Aarhus (Denmark), Fax: (+45) 8619-6199.
D000475:Alkenes / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D003903:Deuterium / Q000737:chemistry; D004583:Electrons; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry
D000475:Alkenes; D001897:Boronic Acids; D014753:Vinyl Compounds; C032391:palladium hydride; D010165:Palladium; D002244:Carbon; D003903:Deuterium