A simple and facile to prepare Pd(II) complex containing the pyridyl imine ligand [C 5 H 4 N-2-CH 3 C]N-(CH 2 ) 3 NH 2 ]. Structural characterization and catalytic evaluation in SuzukieMiyaura CeC couplings J. Roberto Pioquinto-Mendoza a, ** , Patricia Conelly-Espinosa a , Reyna Reyes-Martínez a , Rub  en A. Toscano a , Juan M. Germ  an-Acacio b , Alcives Avila-Sorrosa c , Oscar Baldovino-Pantale  on d , David Morales-Morales a, * a Instituto de Química, Universidad Nacional Aut onoma de M exico, Circuito Exterior S/N, Ciudad Universitaria, C.P. 04510 Mexico b Research Support Network, Instituto Nacional de Ciencias M edicas y Nutrici on SZ, Universidad Nacional Aut onoma de M exico (CIC-UNAM), M exico D.F., Mexico c Departamento de Química Org anica, Escuela Nacional de Ciencias Biol ogicas, Instituto Polit ecnico Nacional, Carpio y Plan de Ayala S/N, Colonia Santo Tom as, M exico D.F., 11340 Mexico d UAM Reynosa Rodhe, Universidad Aut onoma de Tamaulipas, Carr. Reynosa-San Fernando S/N, Reynosa, Tamaulipas 88779, Mexico article info Article history: Received 6 July 2015 Received in revised form 24 August 2015 Accepted 25 August 2015 Available online 29 August 2015 Dedicated with great admiration to my friend Prof. F. Ekkehardt Hahn on the Occasion of His 60th Birthday. Happy Birthday Ekke! Keywords: Palladium complexes Pyridyl imine ligands Crystal structures SuzukieMiyaura couplings Catalysis Non-covalent interactions Schiff base compounds abstract The facile and simple synthesis and structural characterization of a Pd(II) complex derived from the ligand N 1 -(1-(pyridin-2-yl)ethylidene)propane-1,3-diamine (L1) is described. The Pd(II) species [Pd(L1) Cl][BF 4 ](PdL1) has been fully characterized and its structure unequivocally determined by single crystal X-ray diffraction techniques. The molecular structure of PdL1 shows the ligand L1 coordinated in a k 3 - N,N,N-tridentate fashion thus affording a slightly distorted square planar compound. This species was employed as catalyst in SuzukieMiyaura couplings affording good to excellent yields. Furthermore, in the solid state this compound exhibited extended hydrogen-bond networks. © 2015 Elsevier B.V. All rights reserved. 1. Introduction Studies on metallic complexes based on pyridyl imine ligands have been carried out related to cytotoxicity [1,2] antimicrobial [3] and catalytic properties in either ethylene or alkenes polymeriza- tion [4e8]. On the other hand, there are reports where pyridyl imine ligands have been used in supramolecular chemistry to promote the formation of helicates [9] and mesocates [10]. In addition, group 10 transition metal complexes based on pyridyl imine ligands have also been synthetized, thus nickel derivatives have been important for the mimicking of active centers of met- alloproteins and as catalysts on industrially relevant trans- formations [9,11e 13]. On the other hand, the SuzukieMiyaura cross coupling reaction [14] has been recognized as a truly powerful tool in organic synthesis, in this context palladium complexes with imine ligands have been successfully used as catalyst or catalyst precursors in this transformation [15e26], some of which have been employed successfully under aqueous conditions or using neat water as solvent, being thus relevant in the context of green * Corresponding author. ** Corresponding author. E-mail address: damor@unam.mx (D. Morales-Morales). Contents lists available at ScienceDirect Journal of Organometallic Chemistry journal homepage: www.elsevier.com/locate/jorganchem http://dx.doi.org/10.1016/j.jorganchem.2015.08.024 0022-328X/© 2015 Elsevier B.V. All rights reserved. Journal of Organometallic Chemistry 797 (2015) 153e158