@article{10272/16027, year = {2019}, url = {http://hdl.handle.net/10272/16027}, abstract = {The 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.}, organization = {We thank MINECO (CTQ2017-82893-C2-1-R, CTQ2014- 52769-C3-R-2 and CTQ2014-57761-R) and Junta de Andalucía for Grant P12-FQM-1765. J.T.S. thanks MINECO for a FPI fellowship. We acknowledge the SCSIE (Universidad de Valencia) for access to instrumental facilities. We thank Prof. Jesús de la Rosa (Centro de Investigación en Química Sostenible, Universidad de Huelva, Spain) for ICP-MS data.}, publisher = {American Chemical Society}, title = {Favoring alkane primary carbon-hydrogen bond functionalization in supercritical carbon dioxide as reaction medium}, doi = {10.1021/acssuschemeng.9b00523}, author = {Sarmiento, Jeymy T. and Olmos Verge, Andrea and Rodríguez Belderraín, Tomás and Caballero Bevia, Ana and Varea, Teresa and Pérez Romero, Pedro José and Asensio, Gregorio}, }