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    Por favor, use este identificador para citar o enlazar este ítem:https://uvadoc.uva.es/handle/10324/75092

    Título
    Assessing the cooperating ability of 6‐hydroxypicolinic acid and pyridyl‐amide ligands in palladium‐mediated C−H activation
    Autor
    Pinilla Martín, CintyaAutoridad UVA Orcid
    Albéniz Jiménez, Ana CarmenAutoridad UVA Orcid
    Año del Documento
    2024
    Editorial
    Wiley
    Descripción
    Producción Científica
    Documento Fuente
    European Journal of Inorganic Chemistry, 2024, vol. 27, n. 17, e202400076
    Resumen
    The behavior of 6-hydroxypicolinic acid (pic-6-OH) and pyridyl- amides as cooperating ligands in the C- H activation of arenes has been studied experimentally. When deprotonated, both compounds are chelating ligands and bear either a pyridone moiety or an N-acyl substituent that can assist the C-H cleavage in the same way as the successful bipyridone ligands and MPAAs do. In addition, they are easily available, commercially or via straightforward syntheses. Palladium complexes of formula (NBu4)[Pd(k2-O, N-pic-6-O)(C6F5)py] (2) and [Pd(k2-N, N- py-CH2N(COCF3)(C6F5)py] (6) have been synthesized and their decomposition in the presence of an arene gives the C6F5-arene coupling product, showing that the ligands enable the C-H activation of the arene (arene = pyridine, toluene, ethyl ben- zoate). The amount of C6F5-arene products observed leads to the following trend in cooperating ability: pic-6-OH > pyridyl- amide. DFT calculations on the pyridine activation are consis- tent with the experimental findings. The C-H activation does not occur for the isomeric complex (NBu4)[Pd(k2-O, N-pic-4- O)(C6F5)py] (4) with the pyridone oxygen far from the metal, showing the involvement of this moiety in the C-H cleavage. The performance of these ligands in the direct arylation of arenes has been evaluated.
    Materias (normalizadas)
    Química
    Materias Unesco
    2303 Química Inorgánica
    Palabras Clave
    C–H activation
    metal-ligand cooperation
    palladium
    ISSN
    1434-1948
    Revisión por pares
    SI
    DOI
    10.1002/ejic.202400076
    Patrocinador
    MICIU/AEI Grant PID2022-142100NB-I00
    Junta de Castilla y León-Feder Fellowship VA087-18
    EU/MICIN/JCyL Grant C17.I01.P01.S21, H2MetAmo
    Version del Editor
    https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejic.202400076
    Idioma
    eng
    URI
    https://uvadoc.uva.es/handle/10324/75092
    Tipo de versión
    info:eu-repo/semantics/publishedVersion
    Derechos
    openAccess
    Aparece en las colecciones
    • CINQUIMA - Artículos de revista [162]
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