RT Journal Article
T1 Favoring alkane primary carbon-hydrogen bond functionalization in supercritical carbon dioxide as reaction medium
A1 Sarmiento, Jeymy T.
A1 Olmos Verge, Andrea
A1 Rodríguez Belderraín, Tomás
A1 Caballero Bevia, Ana
A1 Varea, Teresa
A1 Pérez Romero, Pedro José
A1 Asensio, Gregorio
AB The selectivity of a catalytic alkane functionalization process can be modified just changing the reactionmedium from neat alkane to supercritical carbon dioxide (scCO2). A silica supported copper complex bearing an Nheterocycliccarbene ligand promotes the functionalization of carbon-hydrogen bonds of alkanes by transferring theCHCO2Et group from N2=CHCO2Et (ethyl diazoacetate, EDA). In neat hexane only 3% of the primary C-H bonds (ethylheptanoate being the product) are functionalized in that manner, whereas the same reaction carried out in scCO2 providesa 30% yield in this linear ester. Such effect seems to be induced by an electronic density flux from the NHC ligand tothe surrounding carbon dioxide molecules.
PB American Chemical Society
SN 2168-0485
YR 2019
FD 2019
LK http://hdl.handle.net/10272/16027
UL http://hdl.handle.net/10272/16027
LA eng
NO Sarmiento, 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.9b00523
NO We thank MINECO (CTQ2017-82893-C2-1-R, CTQ2014-52769-C3-R-2 and CTQ2014-57761-R) and Junta de Andalucíafor Grant P12-FQM-1765. J.T.S. thanks MINECO for a FPI fellowship. We acknowledge the SCSIE (Universidad deValencia) 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.
DS Repositorio Institucional de la Universidad de Huelva
RD 15 jun 2026