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Room‐Temperature Palladium‐Catalyzed Negishi‐Type Coupling: A Combined Experimental and Theoretical Study
Author(s) -
Ribagnac Philippe,
Blug Matthias,
VillaUribe Jose,
Le Goff XavierFrédéric,
Gosmini Corinne,
Mézailles Nicolas
Publication year - 2011
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.201102369
Subject(s) - transmetalation , negishi coupling , palladium , phosphine , ligand (biochemistry) , catalysis , chemistry , coupling (piping) , oxidative addition , reductive elimination , photochemistry , combinatorial chemistry , materials science , organic chemistry , metallurgy , biochemistry , receptor
An air‐stable, bulky electron‐accepting phosphine ligand (phosphabarrelene) allows the easy reduction of a Pd II precursor to a Pd 0 complex, highly active in room‐temperature Negishi‐type cross‐coupling. DFT calculations show that the use of the electron‐accepting ligand favors both transmetalation ( TM ) and reductive‐elimination ( RE ) processes (see scheme; OA =oxidative addition).
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