RT info:eu-repo/semantics/article
T1 Copper(i) activation of C–X bonds: bimolecular vs. unimolecular reaction mechanism
A1 Marcos Ayuso, Guillermo
A1 Lledós, Agustí
A1 Casares González, Juan Ángel
K1 Copper
K1 Cobre
K1 Halogens
K1 Halógenos
AB Experimental kinetic studies and DFT calculations show that the oxidative addition of aryl halides (Ar–X) to complexes [Cu(NHC)R] follow different paths depending on the nature of X. For X = Br a concerted addition leads to cis-[Cu(NHC)XRAr] from which the usual C–C coupled product Ar–R eliminates. However, for X = I trans-[Cu(NHC)IRAr] is formed instead, leading to the elimination of R–I in a metathesis reaction. This behaviour is accounted for by a change in the reaction mechanism for Ar–I, which involves two molecules of copper(I) complex, the second one stabilising the incipient iodide formed in the C–I breaking (oxidative addition) and C–I forming (reductive elimination) processes.
PB The Royal Society of Chemistry
SN 1364-548X
YR 2022
FD 2022
LK https://uvadoc.uva.es/handle/10324/51951
UL https://uvadoc.uva.es/handle/10324/51951
LA eng
NO Chemical Communications, 2022, In Press
NO Producción Científica
DS UVaDOC
RD 27-dic-2024