RT Journal Article
T1 Metal-Mediated Organocatalysis in Water: Serendipitous Discovery of Aldol Condensation Catalyzed by the [Ru(bpy)2(nornicotine)2]2+ Complex
A1 Guzmán Ríos, David
A1 Romero, Miguel Ángel
A1 González Delgado, José Antonio
A1 Fernández Arteaga, Jesús
A1 Pischel, Uwe
AB The [Ru(bpy)2(Nor)2]2+ complex (Nor = nornicotine) is an efficient catalyst for the aldol reaction of acetone with activated benzaldehydes in a buffered aqueous solution. The metal plays the role of an activator for the nornicotine organocatalyst ligands. The resulting catalytic activity is potentiated by a factor of about 4.5 as compared to free nornicotine. Similar rate enhancements can be achieved by using Zn(II) cations as the activator. The observations are rationalized with the reduced basicity of the pyrrolidine N in nornicotine due to the enhanced electron withdrawal of the metal-complexed pyridyl moiety.
PB American Chemical Society
SN 0022-3263
YR 2022
FD 2022
LK https://hdl.handle.net/10272/27653
UL https://hdl.handle.net/10272/27653
LA eng
NO Guzmán Ríos, David; Romero, Miguel A.; González-Delgado, José A.; Arteaga, Jesús F.; Pischel, Uwe (2022). Metal-Mediated Organocatalysis in Water: Serendipitous Discovery of Aldol Reaction Catalyzed by the [Ru(bpy)2(nornicotine)2]2+ Complex. ACS Publications. Collection. https://doi.org/10.1021/acs.joc.2c00472
NO The authors acknowledge the funding by the Spanish Ministry of Science, Innovation, and Universities (grant CTQ201789832-P and PID2020-119992GB-I00 for U.P.) and the University of Huelva (grant UHU-9-542-2019 for J.F.A.).
DS Repositorio Institucional de la Universidad de Huelva
RD 30 may 2026