Design, synthesis and properties of orthopalladated complexes: Proheterogeneous catalyst

abstract

The reaction of multidentate ligand, 34(E)-(24(E)-4-aryldiazenyl)phenylimino)methypbenzene-1,2-diol, H2L (H2L1, 1a; H2L2, 1b and H2L3, 1c) and (E)-2-((2-(aryldiazenyl)phenylamino)methyl)phenol, HA (HA(1), 3a; HA(2), 3b and HA(3), 3c) [where H represents the dissociable protons upon complexation, and aryl groups of H2L and HA are phenyl for H2L1 and HA(1), p-methylphenyl for H2L2 and HA(2), and p-chlorophenyl for H2L3 and HA(3)], with Na2PdCl4 separately afforded orthometallated complexes [(L)Pd], (2a, 2b and 2c) and [(A)PdCl] (4a, 4b and 4c) respectively. In the case of [(L)Pd], the deprotonated L2- ligands bind palladium (II) in a tetradentate (C,N,N,O) fashion whereas in the case of [(A)PdCl], the deprotonated A(-) ligands bind Pd(II) in tridentate (C,N,N) manner. X-ray structures of [(L-1)Pd], (2a) and [(A(1))PdCl] (4a) were determined to confirm the molecular structures. Both the complexes 4a and 5a exhibited catalytic activity toward Suzuki and Heck reactions. Conversion of [(A)PdCl] to its oxidized form upon ligand oxidation is reported. (C) 2016 Elsevier Ltd. All rights reserved.

keywords

C COUPLING REACTIONS; PALLADIUM COMPLEXES; LIGANDS; SUZUKI; WATER; REACTIVITY; SUPPORTS; SILICA; COPPER; ACIDS

subject category

Chemistry; Crystallography

authors

Das, U; Pattanayak, P; Patra, D; Brandao, P; Felix, V; Chattopadhyay, S

our authors

acknowledgements

The necessary laboratory and infrastructural facility are provided by the Department of Chemistry, University of Kalyani. The support of DST under FIST and PURSE program to the Department of Chemistry, University of Kalyani is acknowledged.

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