Structural characterization, theoretical, and antibacterial activity study of halogen-?3-allylpalladium(II) complexes incorporating 2-, 3- and 4-pyridyl-methylen-4-methylumbelliferone esters
Por:
Fragoso–Soto W., Martínez-Otero D., Sánchez-Ortega I., Cruz–Borbolla J., Vásquez-Pérez J.M., González–Montiel S.
Publicada:
1 ene 2025
Resumen:
A series of 2-, 3- and 4-pyridyl-methylen-4-methylumbelliferone esters ligands (1 – 3) and their chloro- and bromo-?3-allylpalladium(II) complexes (Pd1 – Pd6) were designed, synthetized, and characterized. Solution-phase studies by 1H and 13C NMR spectroscopy of Pd1 – Pd6 revealed the presence of the allyl fragment which suggested the coordination of the ligands (1 – 3) towards Pd(II). GIAO/DFT studies were performed to predict the molecular structures of Pd1 – Pd6 by comparing the experimental and theoretical 1H and 13C NMR chemical shifts. The molecular structure of 1, 1a, 2, 3, Pd1 and Pd4 was determined by X-ray crystallographic analysis. The molecular structure of Pd1 and Pd4 reveals that 2-pyridyl-methylen-4-methylumbelliferone ester ligand (1) is coordinated to the palladium (II) center via a monodentate fashion through the nitrogen atom of the pyridinyl fragment and allyl group is binding via a ?3 fashion in an overall five-fold coordination geometry completed with a halogen atom (chloro in Pd1 and bromo in Pd4, respectively). The crystal packing is stabilized by a variety of weak intermolecular conventional and non-conventional interactions involving C[sbnd]H•••O/N/Hal hydrogen bonds, p•••p, lone pair•••p and C[sbnd]H•••p interactions, which have been analyzed by Hirshfeld surface analysis. All halogen-?3-allylpalladium(II) complexes displayed potential activities against both Gram-positive (Listeria monocytogenes and Staphylococcus aureus) and Gram-negative (Escherichia coli and Salmonella spp.) © 2025 Elsevier Ltd
Filiaciones:
Fragoso–Soto W.:
Área Académica de Química, Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Hidalgo, km. 14.5 Carretera Pachuca-Tulancingo, Ciudad del Conocimiento, C.P. 42184, Mineral de la Reforma, Hidalgo, Mexico
Martínez-Otero D.:
Centro Conjunto de Investigación en Química Sustentable, UAEM-UNAM, Carretera Toluca-Atlacomulco km. 14.5, Estado de México, Toluca, 50200, Mexico
Sánchez-Ortega I.:
Área Académica de Química, Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Hidalgo, km. 14.5 Carretera Pachuca-Tulancingo, Ciudad del Conocimiento, C.P. 42184, Mineral de la Reforma, Hidalgo, Mexico
Cruz–Borbolla J.:
Área Académica de Química, Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Hidalgo, km. 14.5 Carretera Pachuca-Tulancingo, Ciudad del Conocimiento, C.P. 42184, Mineral de la Reforma, Hidalgo, Mexico
Vásquez-Pérez J.M.:
Área Académica de Química, Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Hidalgo, km. 14.5 Carretera Pachuca-Tulancingo, Ciudad del Conocimiento, C.P. 42184, Mineral de la Reforma, Hidalgo, Mexico
CONACYT Research-Fellow, Área Académica de Química, Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Hidalgo, km. 14.5 Carretera Pachuca-Tulancingo, Ciudad del Conocimiento, C.P. 42184, Mineral de la Reforma, Hidalgo, Mexico
González–Montiel S.:
Área Académica de Química, Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Hidalgo, km. 14.5 Carretera Pachuca-Tulancingo, Ciudad del Conocimiento, C.P. 42184, Mineral de la Reforma, Hidalgo, Mexico
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