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New Pyridine ONN‐Pincer Gold and Palladium Complexes: Synthesis, Characterization and Catalysis in Hydrogenation, Hydrosilylation and CC Cross‐Coupling Reactions
Author(s) -
Debono N.,
Iglesias M.,
Sánchez F.
Publication year - 2007
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200700209
Subject(s) - chemistry , hydrosilylation , pincer movement , deprotonation , palladium , pyridine , heck reaction , catalysis , medicinal chemistry , coupling reaction , ligand (biochemistry) , suzuki reaction , mesitylene , diastereomer , polymer chemistry , organic chemistry , ion , biochemistry , receptor
The ONN‐tridentate unsymmetrical pincer 2‐[6‐(pyrrolidin‐1‐ylmethyl)pyridin‐2‐yl]phenol and N ‐ tert ‐butyl‐1‐{[6‐(2‐hydroxyphenyl)pyridin‐2‐yl]methyl}pyrrolidine‐2‐carboxamide ligands were synthesized by an easy method in high purity and good yields. All the organic compounds were characterized by elemental analysis, mass spectrometry, IR and 1 H and 13 C NMR spectroscopy. Palladium(II) and gold(III) complexes have been prepared as air‐stable solids, with the ONN‐tridentate ligand after deprotonation of the hydroxy group, the coordination of the metal ion is completely stereospecific and gives rise to only one diastereoisomer. These complexes were shown to be very active catalysts in the hydrogenation (80 % ee was achieved with the chiral gold complex), hydrosilylation and CC coupling, Suzuki and Heck, reactions, under mild conditions.