RT Journal Article
T1 Functionalization of non-activated C-H bonds of alkanes: an effective and recyclable catalytic system based on fluorinated silver catalysts and solvents
A1 Fuentes Domínguez, María Ángeles
A1 Muñoz, Bianca K.
A1 Jacob, Kane
A1 Vendier, Laure
A1 Caballero Bevia, Ana
A1 Etienne, Michel
A1 Pérez Romero, Pedro José
AB The complexes Fn-Tpurn:x-wiley:09476539:media:CHEM201203566:tex2gif-sup-1Ag(L) (Fn-Tpurn:x-wiley:09476539:media:CHEM201203566:tex2gif-sup-2=a perfluorinated hydrotris(indazolyl) borate ligand; L=acetone or tetrahydrofuran) efficiently catalyze the functionalization of non-activated alkanes such as hexane, 2,3-dimethylbutane, or 2-methylpentane by insertion of CHCO2Et units (from N2CHCO2Et, ethyl diazoacetate, EDA) into their CH bonds. The reactions are quantitative (EDA-based), with no byproducts derived from diazo coupling being formed. In the case of hexane, the functionalization of the methyl CH bonds has been achieved with the highest regioselectivity known to date with this diazo compound. This catalytic system also operates under biphasic conditions by using fluorous solvents such as Fomblin or perfluorophenanthrene. Several cycles of catalyst recovery and reuse have been performed, with identical chemo- and regioselectivities.
PB Wiley
SN 0947-6539
YR 2012
FD 2012-11-29
LK https://hdl.handle.net/10272/27609
UL https://hdl.handle.net/10272/27609
LA eng
NO Fuentes, M.Á., Muñoz, B.K., Jacob, K., Vendier, L., Caballero, A., Etienne, M., Pérez, P.J.: "Functionalization of non-activated C-H bonds of alkanes: an effective and recyclable catalytic system based on fluorinated silver catalysts and solvents". Chem. Eur. J., Vol. 19, págs. 1327-1334 (2013). DOI: 10.1002/chem.201203566
DS Repositorio Institucional de la Universidad de Huelva
RD 1 jun 2026