Markus B. Schmid, R. Eberhardt, M. Klinga
May 1, 2001
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Organometallics
Abstract
Four new 1,4-diaza-2,3-dimethylbutadiene ligands (Ar−NC(CH3)−(H3C)CNAr; Ar: 3a = 2,6-diphenylphenyl; 3b = 2,6-di(4-OCH3-phenyl)phenyl; 3c = 2,6-di(4-tert-butyl-phenyl)phenyl; 3d = 2,6-di(3,5-dimethylphenyl)phenyl) as well as the palladium dichloride complexes 4a−c and methyl monochloride derivatives 5a−c were prepared, and their polymerization behavior was investigated. The corresponding nickel species 6a−c were tested for the insertion polymerization of ethene by in situ reactions of 3a−c with (DME)NiBr2. The ligands are accessible by a three-step procedure. Aryl boronic acids were prepared by Grignard reactions of substituted aryl bromides and were coupled with 2,6-dibromo aniline according to a Suzuki cross-coupling protocol to give the corresponding terphenyl anilines 2a−d. Condensation of 2,3-butanedione with the corresponding aniline afforded the formation of the diimines 3a−d. The corresponding palladium dichloride complexes 4a−c are accessible by reaction with (PhCN)2PdCl2. The structures of 4a−c...