Intracellular deprotection reactions mediated by palladium complexes equipped with designed phosphine ligands

Martínez-Calvo, Miguel and Couceiro, José R. and Destito, Paolo and Rodríguez, Jéssica and Mosquera, Jesús and Mascareñas, José L. (2018) Intracellular deprotection reactions mediated by palladium complexes equipped with designed phosphine ligands. ACS Catalysis, 8 (7). pp. 6055-6061. ISSN 2155-5435 (https://doi.org/10.1021/acscatal.8b01606)

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Abstract

Discrete palladium(II) complexes featuring purposely designed phosphine ligands can promote depropargylation and deallylation reactions in cell lysates. These complexes perform better than other palladium sources, which apparently are rapidly deactivated in such hostile complex media. This good balance between reactivity and stability allows the use of these discrete phosphine palladium complexes in living mammalian cells, whereby they can mediate similar transformations. The presence of a phosphine ligand in the coordination sphere of palladium also provides for the introduction of targeting groups, such as hydrophobic phosphonium moieties, which facilitate the accumulation of the complexes in mitochondria.

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