187800-49-3Relevant academic research and scientific papers
(π-Allyl) palladium complexes with N,N′-diphenylbispidinone derivatives as a new type of chelating nitrogen ligand: Complexation studies, spectroscopic properties, and an X-ray structure of (3,7-diphenyl-1,5-dimethylbispidinone)[(1,3-η 3-propenyl)-palladium] trifluoromethanesulfonate
Gogoll, Adolf,Grennberg, Helena,Axén, Andreas
, p. 1167 - 1178 (2008/10/08)
A series of 3,7-diazabicyclo[3.3.1]nonane (bispidine) derivatives have been synthesized, and their properties as bidentate nitrogen ligands for (π-allyl)palladium complexes have been investigated. Complexes of these ligands and of N,N′-diphenylpiperazine (7) and N,N′-diphenyl-1,5-diazacyclooctane (8) with (1,3-η3-propenyl)palladium are described, in particular their effects on the proton chemical shifts of the π-allyl ligand. Ligand dynamics of the complexes is discussed. The structure of [(3,7-diphenyl-1,5-dimethylbispidinone)(1,3-η 3-propenyl)Pd]CF3SO3 (15) has been determined by X-ray crystallography. N,N′-Diphenyl-bispidine derivatives show an unusually large steric interaction with the π-allyl ligand, indicated by a tilt of the π-allyl plane toward the N-Pd-N plane by 122.8(8)°. Chemical shift changes of the π-allyl protons due to the aromatic ring current are related to the geometry of the complexes. The ligands are tested on the larger 2-methylene-6,6-dimethylbicyclo[3.1.1]hept-2,3,10-η3-enyl ligand, demonstrating their potential as chemical shift reagents.
