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C–H Bond Activation of Palladium Complexes That Feature Pendant Benzamidinate Ligands and Their Catalytic Behaviours
Author(s) -
Chen MingTsz,
Wu KaiMin,
Chen ChiTien
Publication year - 2012
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.201101125
Subject(s) - chemistry , substituent , palladium , ring (chemistry) , catalysis , medicinal chemistry , stereochemistry , phenyl group , nitrogen atom , organic chemistry , alkyl , halogen
The pendant benzamidines {Ph–C[=N–(2,6‐di‐ i Pr‐C 6 H 3 )](NHE)} [E = (CH 2 ) 2 NMe 2 , CH 2 Py] and their palladium complexes [(Ph–C{=NE}{NH–(2,6‐di‐ i Pr‐C 6 H 3 )})Pd(OAc) 2 ] [E = (CH 2 ) 2 NMe 2 ( 1 ), CH 2 Py ( 2 )] have been prepared. Upon heating, the corresponding palladacyclic complexes, [({η 1 ‐C 6 H 4 }–C(=NE){NH–(2,6‐di‐ i Pr‐C 6 H 3 )})PdOAc] [E = (CH 2 ) 2 NMe 2 ( 3 ), CH 2 Py ( 4 )], were obtained. Due to the substituent groups on the ortho positions of the phenyl ring attached to the nitrogen atom of the amidinate group, the C–H bond activation process was observed on the ortho position of the phenyl ring attached to the carbon atom of the amidinate group. This process can be proved by X‐ray structural determination. The molecular structures are reported for compounds 1 and 4 . Catalytic application of cyclopalladated derivatives 3 and 4 toward the Suzuki reaction was also investigated.