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Classical Reagents: New Surprises in Palladium‐Catalyzed CC Coupling Reactions
Author(s) -
Lindhardt Anders T.,
Skrydstrup Troels
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200800608
Subject(s) - palladium , catalysis , reagent , chemistry , alkyl , metal , coupling reaction , intermolecular force , hydride , heck reaction , coupling (piping) , combinatorial chemistry , organic chemistry , polymer chemistry , molecule , materials science , metallurgy
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, β‐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 Pd II –H intermediate. This coupling reactions represents an atom economical Mizoroki–Heck type reaction.