Consecutive one-pot alkyne semihydrogenation/alkene dioxygenation reactions by Pt()/Cu() single-chain nanoparticles in green solvent

Heterobimetallic Pt( ii )/Cu( ii ) single-chain polymer nanoparticles (SCNPs) were sequentially synthesized from a polymeric precursor featuring both α-diazo-β-ketoester and naked β-ketoester functional groups. Photoactivated carbene generation at λ exc = 365 nm from α-diazo-β-ketoester moieities wa...

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Bibliographic Details
Published in:Nanoscale 2024-05, Vol.16 (2), p.9742-9747
Main Authors: Pinacho-Olaciregui, Jokin, Verde-Sesto, Ester, Taton, Daniel, Pomposo, José A
Format: Article
Language:English
Subjects:
Alkenes
Alkynes
Chemical Sciences
Complex formation
Copper
Dimethylformamide
Functional groups
Nanoparticles
Photon correlation spectroscopy
Platinum
Polymers
Prepolymers
Room temperature
Size exclusion chromatography
Solvents
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Summary:Heterobimetallic Pt( ii )/Cu( ii ) single-chain polymer nanoparticles (SCNPs) were sequentially synthesized from a polymeric precursor featuring both α-diazo-β-ketoester and naked β-ketoester functional groups. Photoactivated carbene generation at λ exc = 365 nm from α-diazo-β-ketoester moieities was triggered for bonding Pt( ii ) ions from dichloro(1,5-cyclooctadiene)Pt( ii ) to the polymeric precursor, whereas Cu( ii ) ions were subsequently incorporated via Cu( ii )-(β-ketoester) 2 complex formation using Cu( ii ) acetate. Both intrachain Pt( ii ) bonding and Cu( ii ) complexation were found to contribute to the folding of the polymeric precursor generating Pt(II)/Cu(II)-SCNPs as evidenced by infrared spectroscopy, size exclusion chromatography and dynamic light scattering. These heterobimetallic SCNPs proved highly efficient as soft nanocatalysts for the consecutive one-pot alkyne semihydrogenation/alkene dioxygenation reactions at room temperature in N -butylpyrrolidone, as a non-toxic alternative solvent to N , N -dimethylformamide. Bimetallic single-chain nanoparticles allow two consecutive one-pot (incompatible) reactions to be performed at room temperature in N -butylpyrrolidone.
ISSN:2040-3364
2040-3372
DOI:10.1039/d4nr01261e