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Palladium(II) complexes with P,N‐ and C,N‐ligands as catalysts for the Heck reaction
Author(s) -
Schultz Thomas,
Schmees Norbert,
Pfaltz Andreas
Publication year - 2004
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.745
Subject(s) - chemistry , palladium , catalysis , heck reaction , phosphine , benzaldehyde , schiff base , polymer chemistry , bromobenzene , chelation , styrene , imine , monomer , medicinal chemistry , organic chemistry , polymer , copolymer
A series of palladium(II) complexes with different Schiff base ligands were synthesized. Phosphine‐free Schiff bases derived from benzaldehyde formed cyclometallated complexes, which are air‐ and moisture‐stable and have dimeric, acetate‐bridged structures. Monomeric, air‐ and moisture‐stable complexes were obtained with phosphine‐containing Schiff bases. The chelating iminophosphine ligands coordinate to palladium via the phosphorus and the nitrogen atom. These complexes were applied as catalysts for the Heck reaction with bromobenzene and styrene. Excellent yields of trans ‐stilbene were obtained with catalyst loadings of 0.01 mol%. The influence of water on the performance of the catalysts was investigated. Copyright © 2004 John Wiley & Sons, Ltd.