RT Journal Article
T1 Carbene-Controlled Regioselective Functionalization of Linear Alkanes under Silver Catalysis
A1 Álvarez, María
A1 Molina González, Francisco
A1 Pérez Romero, Pedro José
AB Control of the regioselectivity in the functionalization of C–H bonds of linear alkanes C2H2n+2 via carbene transfer from diazo compounds is restricted to the use of rhodium-based catalysts, which govern the reaction outcome employing donor–acceptor diazo reagents. At variance with that catalyst-controlled strategy, we present an alternative approach in which employing the appropriate silver complexes containing trispyrazolylborate ligands as catalysts with large differences in their steric and electronic properties, the regioselection is mainly governed by the diazo reagent, which leads to the functionalization of primary or secondary sites of linear alkanes (lacking any activating or directing groups). Donor–acceptor aryl diazoacetates exclusively provide the functionalization of the secondary sites of hexane or pentane, whereas acceptor ethyl diazoacetate leads to an unprecedented level of primary functionalization.
PB American Chemical Society
SN 0002-7863
SN 1520-5126 (electrónico)
YR 2022
FD 2022
LK https://hdl.handle.net/10272/22080
UL https://hdl.handle.net/10272/22080
LA eng
NO Álvarez, M., Molina, F., & Pérez, P. J. (2022). Carbene-Controlled Regioselective Functionalization of Linear Alkanes under Silver Catalysis. In Journal of the American Chemical Society (Vol. 144, Issue 51, pp. 23275–23279). American Chemical Society (ACS). https://doi.org/10.1021/jacs.2c11707
NO We thank to Ministerio de Ciencia e Innovación for GrantPID2020-113797RB-C21. We also thank Junta de Andalucía(P18-1536) and Universidad de Huelva (P.O.Feder UHU-202024). M.A. thanks Junta de Andalucia for a postdoctoralfellowship.
DS Repositorio Institucional de la Universidad de Huelva
RD 30 may 2026