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N‐Heterocyclic Benzhydrylamines as New N , N ‐Bidentate Ligands in Palladium Complexes: Synthesis, Characterization and Catalytic Activity
Author(s) -
Terrasson Vincent,
Prim Damien,
Marrot Jérome
Publication year - 2008
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200800154
Subject(s) - chemistry , denticity , palladium , catalysis , steric effects , characterization (materials science) , nuclear magnetic resonance spectroscopy , combinatorial chemistry , stereochemistry , medicinal chemistry , organic chemistry , nanotechnology , crystal structure , materials science
The synthesis of new N , N ‐bidentate ligands based on a π‐deficient N‐heterocyclic benzhydrylamine core is described. The corresponding air‐stable palladium complexes are obtained in high yields and fully characterized by NMR spectroscopy and X‐ray structure determination. These new phosphane‐free catalytic systems proved efficient in the Suzuki–Miyaura reaction, enabling us to obtain biaryl products in good yields, also for reactions with o ‐substituted phenyl chlorides as starting materials. The effects of both electronic and steric modulations at the benzhydrylamine core on the catalytic activity are also described.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)