Palladium Catalyst with Task-Specific Ionic Liquid Ligands: Intracellular Reactions and Mitochondrial Imaging with Benzothiadiazole Derivatives

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dc.contributor.authorCarvalho T.O.
dc.contributor.authorCarvalho P.H.P.R.
dc.contributor.authorCorrea J.R.
dc.contributor.authorGuido B.C.
dc.contributor.authorMedeiros G.A.
dc.contributor.authorEberlin M.N.
dc.contributor.authorCoelho S.E.
dc.contributor.authorDomingos J.B.
dc.contributor.authorNeto B.A.D.
dc.date.accessioned2024-03-12T23:53:14Z
dc.date.available2024-03-12T23:53:14Z
dc.date.issued2019
dc.description.abstract© 2019 American Chemical Society.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.
dc.description.firstpage5118
dc.description.issuenumber9
dc.description.lastpage5128
dc.description.volume84
dc.identifier.doi10.1021/acs.joc.9b00130
dc.identifier.issn1520-6904
dc.identifier.urihttps://dspace.mackenzie.br/handle/10899/35271
dc.relation.ispartofJournal of Organic Chemistry
dc.rightsAcesso Restrito
dc.titlePalladium Catalyst with Task-Specific Ionic Liquid Ligands: Intracellular Reactions and Mitochondrial Imaging with Benzothiadiazole Derivatives
dc.typeArtigo
local.scopus.citations22
local.scopus.eid2-s2.0-85064990252
local.scopus.subject2 ,1 ,3-Benzothiadiazole
local.scopus.subjectBenzothiadiazole derivatives
local.scopus.subjectCellular environment
local.scopus.subjectCross coupling reactions
local.scopus.subjectEfficient catalysts
local.scopus.subjectIntracellular reactions
local.scopus.subjectPalladium complexes
local.scopus.subjectTask-specific ionic liquids
local.scopus.updated2024-05-01
local.scopus.urlhttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85064990252&origin=inward
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