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Tetrakis [N-(2-pyridyl) sulfonamide] di palladium: synthesize, X-ray diffraction, antibacterial properties and as a novel binuclear Pd-complex for coupling reactions

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Abstract

The N-(2-pyridyl) 4-toluene sulfonamide as a free ligand (PTS) was prepared from the reaction of 2-amino pyridine and 4-toluenesulfonyl chloride in the presence of potassium hydroxide solution 1 M as a base and THF was used as a solvent. The complex tetrakis [N-(2-pyridyl) sulfonamide] di palladium (1) (Pd2L4) was also prepared from the reaction of PdCl2(CH3CN)2 using (PTS) in the presence of NaOH 0.5 M and its application in Heck and Suzuki reactions. This complex consists of a binuclear unit consisting of four ligands linked to two palladium atoms via the nitrogen of pyridines ring and the nitrogen of sulfonamides. These compounds were confirmed by FT-IR and 1H NMR spectroscopy. Moreover, the structure of the complex was studied by single-crystal X-ray diffraction method. The green crystal of Pd2L4 [L = N-(2-pyridyl) sulfonamide](1) was found to crystallize in the monoclinic space group C2/c with a = 18.2013(19), b = 19.7544(16), c = 17.2898(19) Å, β = 120.179(8) °; V = 5374.0(9) Å3; Z = 4; the final R 1 = 0.0894, wR 2 = 0.1754 (or 5867 observed reflections and 318 variables). The Pd–Pd distance is 2.567(2) Å. In addition, PTS and Pd2L4 presented different antibacterial behaviors. The free ligand was active against Staphylococcus aureus and Escherichia coli, but the complex was inactive against them.

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Acknowledgements

We would like to thank the University of Lorestan and University of Farhangian for financial support.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Lorestan University, Khoramabad, Iran

    Ebrahim Mehdipour, Parvaneh Shafieyoon & Maryam Salahvarzi

  2. Department of Chemistry, Shahid Beheshti Campus, Farhangian University, Tehran, Iran

    Vahid Amani

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  1. Ebrahim Mehdipour
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  2. Parvaneh Shafieyoon
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Correspondence to Ebrahim Mehdipour.

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Mehdipour, E., Shafieyoon, P., Salahvarzi, M. et al. Tetrakis [N-(2-pyridyl) sulfonamide] di palladium: synthesize, X-ray diffraction, antibacterial properties and as a novel binuclear Pd-complex for coupling reactions. J IRAN CHEM SOC 14, 1575–1582 (2017). https://doi.org/10.1007/s13738-017-1098-9

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