Palladium(II) chloro- and methyl-complexes with N-((pyridin-2-yl)methylene)-4-amino-2,1,3-benzothiadiazole in the coordination sphere were synthesized from 4-amino-2,1,3-benzothiadiazole, pyridine-2-carboxaldehyde and suitable metal precursors. According to experimental outcomes and DFT calculations, the ligand interacts with the metal centre through the pyridine and imine nitrogen atoms, while the benzothiadiazole heterocycle remains as a free pendant. The methyl-complex was reacted with CO in mild conditions affording the related acyl-complex, whose structure was unambiguously determined by X-ray diffraction. All the complexes revealed to be catalytically active towards the methoxycarbonylation of iodobenzene to methyl benzoate.
Organometallic palladium(II) complexes with N-((pyridin-2-yl)methylene)-4-amino-2,1,3-benzothiadiazole: synthesis, characterization and reactivity
Ferraro, Valentina;Genesin, Leonardo;Pietrobon, Luca;Vavasori, Andrea;Bortoluzzi, Marco
2023-01-01
Abstract
Palladium(II) chloro- and methyl-complexes with N-((pyridin-2-yl)methylene)-4-amino-2,1,3-benzothiadiazole in the coordination sphere were synthesized from 4-amino-2,1,3-benzothiadiazole, pyridine-2-carboxaldehyde and suitable metal precursors. According to experimental outcomes and DFT calculations, the ligand interacts with the metal centre through the pyridine and imine nitrogen atoms, while the benzothiadiazole heterocycle remains as a free pendant. The methyl-complex was reacted with CO in mild conditions affording the related acyl-complex, whose structure was unambiguously determined by X-ray diffraction. All the complexes revealed to be catalytically active towards the methoxycarbonylation of iodobenzene to methyl benzoate.
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