6533b854fe1ef96bd12ae98b
RESEARCH PRODUCT
Silver-Catalyzed C-C Bond Formation between Methane and Ethyl Diazoacetate in Supercritical CO2
Pedro J. PérezAna CaballeroAlba Díaz-rodríguezAlba Díaz-rodríguezGregorio AsensioWilfried-solo OjoWilfried-solo OjoRossella MelloM. Mar Díaz-requejoMichel EtienneMichel EtienneMaría Elena González NúñezBianca K. MuñozBianca K. MuñozEmmanuelle Despagnet-ayoubEmmanuelle Despagnet-ayoubsubject
MultidisciplinarySupercritical carbon dioxideHomogeneous catalysisMethaneSupercritical fluidCatalysisC-H functionalizationSolventDiazocompoundchemistry.chemical_compoundEthyl propionatechemistryEthyl diazoacetateOrganic chemistrySurface modificationMethane activationSilver catalystdescription
Even in the context of hydrocarbons’ general resistance to selective functionalization, methane’s volatility and strong bonds pose a particular challenge. We report here that silver complexes bearing perfluorinated indazolylborate ligands catalyze the reaction of methane (CH4) with ethyl diazoacetate (N2CHCO2Et) to yield ethyl propionate (CH3CH2CO2Et). The use of supercritical carbon dioxide (scCO2) as the solvent is key to the reaction’s success. Although the catalyst is only sparingly soluble in CH4/CO2 mixtures, optimized conditions presently result in a 19% yield of ethyl propionate (based on starting quantity of the diazoester) at 40°C over 14 hours.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2011-05-13 |