Gold nanoparticle-catalysed functionalization of carbon-hydrogen bonds by carbene transfer reactions

Gold nanoparticles stabilized by NHC ligands and supported onto reduced graphene oxide (rGO) catalyse the functionalization of cyclohexane and benzene C-H bonds upon insertion of carbene CHCO 2 Et (from N 2 &z.dbd;CHCO 2 Et) groups. This is the first example in which such C sp3 -H or C sp2 -H bo...

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Veröffentlicht in:Dalton transactions : an international journal of inorganic chemistry 2022-03, Vol.51 (13), p.525-5256
Hauptverfasser: Martínez-Laguna, Jonathan, Mollar-Cuni, Andrés, Ventura-Espinosa, David, Martín, Santiago, Caballero, Ana, Mata, Jose A, Pérez, Pedro J
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Sprache:eng
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Zusammenfassung:Gold nanoparticles stabilized by NHC ligands and supported onto reduced graphene oxide (rGO) catalyse the functionalization of cyclohexane and benzene C-H bonds upon insertion of carbene CHCO 2 Et (from N 2 &z.dbd;CHCO 2 Et) groups. This is the first example in which such C sp3 -H or C sp2 -H bonds are functionalized with this strategy with nanoparticulated gold. This Au-NP@rGO material shows an exceptional activity, providing TON values 5-10 times higher than those already reported for molecular gold catalysts. Recyclability is also effective, reaching an accumulated TON value of 1400 after six consecutive uses. Gold nanoparticles stabilized by NHC ligands and supported onto reduced graphene oxide (rGO) catalyse the functionalization of cyclohexane and benzene C-H bonds upon insertion of carbene CHCO 2 Et (from N 2 &z.dbd;CHCO 2 Et) groups.
ISSN:1477-9226
1477-9234
DOI:10.1039/d1dt04351j