4.7 Article

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

期刊

DALTON TRANSACTIONS
卷 51, 期 13, 页码 5250-5256

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1dt04351j

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资金

  1. Ministerio de Ciencia e Innovacion - FEDER Una manera de hacer Europa [PID2020-113797RB-C21, RTI2018-098237-B-C22, PID2019-105881RB-I00]
  2. Junta de Andalucia [P18-RT-1536]
  3. Universidad de Huelva [P.O.Feder UHU-1260216]
  4. Ministerio de Ciencia e Innovacion
  5. Generalitat Valenciana [ACIF/2019/100]
  6. DGA/fondos FEDER (Construyendo Europa desde Aragon) [E31_20R]

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In this study, a novel strategy was developed to functionalize C-H bonds of cyclohexane and benzene with the assistance of nanoparticulated gold catalyst. The catalyst showed exceptional activity and recyclability.
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 CHCO2Et (from N-2=CHCO2Et) 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.

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