Sarmiento, Jeymy T.Olmos Verge, AndreaRodríguez Belderraín, TomásCaballero Bevia, AnaVarea, TeresaPérez Romero, Pedro JoséAsensio, Gregorio2019-02-272019-02-272019Sarmiento, J. T., Olmos, A., Belderrain, T. R., Caballero, A., Varea, T., Pérez, P. J., & Asensio, G. (2019). Favoring Alkane Primary Carbon-Hydrogen Bond Functionalization in Supercritical Carbon Dioxide as Reaction Medium. ACS Sustainable Chemistry & Engineering. https://doi.org/10.1021/acssuschemeng.9b005232168-0485http://hdl.handle.net/10272/16027The selectivity of a catalytic alkane functionalization process can be modified just changing the reaction medium from neat alkane to supercritical carbon dioxide (scCO2). A silica supported copper complex bearing an Nheterocyclic carbene ligand promotes the functionalization of carbon-hydrogen bonds of alkanes by transferring the CHCO2Et group from N2=CHCO2Et (ethyl diazoacetate, EDA). In neat hexane only 3% of the primary C-H bonds (ethyl heptanoate being the product) are functionalized in that manner, whereas the same reaction carried out in scCO2 provides a 30% yield in this linear ester. Such effect seems to be induced by an electronic density flux from the NHC ligand to the surrounding carbon dioxide molecules.engAtribución-NoComercial-SinDerivadas 3.0 EspañaACS. This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Sustainable Chemistry & Engineering, copyrighthttp://creativecommons.org/licenses/by-nc-nd/3.0/es/AlkaneCarbon-hydrogenCarbon dioxidejournal article10.1021/acssuschemeng.9b00523open access