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J Org Chem ; 84(9): 5118-5128, 2019 05 03.
Artigo em Inglês | MEDLINE | ID: mdl-30957505

RESUMO

A water-soluble and charge-tagged palladium complex (PdMAI) was found to function inside breast cancer live cells of the MCF-7 lineage as an efficient catalyst for cross-coupling reaction. PdMAI, bearing two ionophilic task-specific ionic liquids as ligands, efficiently catalyzed both in cellulo Suzuki and Buchwald-Hartwig amination reactions. For the first time, therefore, the Buchwald-Hartwig amination is described to occur inside the highly complex cellular environment. The 2,1,3-benzothiadiazole (BTD) core was used as the base for the syntheses, and two π-extended fluorescent derivatives (BTD-2APy) and (BTD-1AN), which were found to emit in the green and red channels, had impressive mitochondrial affinity. These chromophores allowed for selective mitochondrial imaging and tracking.


Assuntos
Complexos de Coordenação/química , Líquidos Iônicos/química , Mitocôndrias/metabolismo , Paládio/química , Tiadiazóis/química , Catálise , Complexos de Coordenação/síntese química , Humanos , Ligantes , Células MCF-7 , Solubilidade
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