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Palladium salicylaldimine complexes containing boronate esters
Authors:Haiwen Zhang  David W. Norman  Tracey M. Wentzell  Alison M. Irving  Janet P. Edwards  Susan L. Wheaton  Christopher M. Vogels  Stephen A. Westcott  Felix J. Baerlocher  Andreas Decken
Affiliation:(1) Department of Chemistry, Mount Allison University, Sackville, NB E4L 1G8, Canada;(2) Department of Biology and Biochemistry, Mount Allison University, Sackville, NB E4L 1G7, Canada;(3) Department of Chemistry, University of New Brunswick, Fredericton, NB E3B 5A3, Canada
Abstract:MediaObjects/11243_2004_2851_s1.gif Reactions of salicylaldehydes with boronate ester derivatives of aniline have been examined. Addition of these Schiff base ligands to palladium acetate or Na2PdCl4 afforded novel boron-containing trans-bis(N-arylsalicylaldiminato) palladium complexes.Condensation of salicylaldehyde (2-HOC6H4C(O)H) with H2NC6H4Bpin (pin=1,2-O2C2Me4) afforded the boron-containing Schiff bases, 2-HOC6H4C(H)=NC6H4Bpin (1–3a). Similar reactivity with 2-hydroxy-5-nitrobenzaldehyde and 2-hydroxy-1-naphthaldehyde gave the corresponding Schiff bases (1-3b) and (1-3c), respectively. Reaction of Schiff bases (2) and (3) with palladium acetate or Na2PdCl4 afforded complexes of the type PdL2(4,5), where L=deprotonated Schiff base. The molecular structure of the nitro-salicylaldehyde 4-Bpin palladium complex (5b) was characterized by an X-ray diffraction study. All new palladium compounds have been characterized fully and tested for their antifungal activity against Aspergillus niger and Aspergillus flavus.
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