Autor según el artículo: Franchino A; Martí À; Echavarren AM
Departamento: Química Analítica i Química Orgànica
Autor/es de la URV: ECHAVARREN PABLOS, ANTONIO / Martí Zaragoza, Àlex
Palabras clave: Chiral bronsted acid transfer hydrogenation phosphoric-acid noncovalent interactions metal catalysis ligands hydroalkoxylation highly substituted furans gold complexes
Resumen: A new strategy for enantioselective transition-metal catalysis is presented, wherein a H-bond donor placed on the ligand of a cationic complex allows precise positioning of the chiral counteranion responsible for asymmetric induction. The successful implementation of this paradigm is demonstrated in 5-exo-dig and 6-endo-dig cyclizations of 1,6-enynes, combining an achiral phosphinourea Au(I) chloride complex with a BINOL-derived phosphoramidate Ag(I) salt and thus allowing the first general use of chiral anions in Au(I)-catalyzed reactions of challenging alkyne substrates. Experiments with modified complexes and anions, 1H NMR titrations, kinetic data, and studies of solvent and nonlinear effects substantiate the key H-bonding interaction at the heart of the catalytic system. This conceptually novel approach, which lies at the intersection of metal catalysis, H-bond organocatalysis, and asymmetric counterion-directed catalysis, provides a blueprint for the development of supramolecularly assembled chiral ligands for metal complexes.
Áreas temáticas: Química Materiais Interdisciplinar General chemistry Farmacia Engenharias iv Engenharias iii Engenharias ii Colloid and surface chemistry Ciências biológicas ii Ciências biológicas i Ciências agrárias i Ciência de alimentos Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Catalysis Biochemistry Astronomia / física
Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
Direcció de correo del autor: antoniomaria.echavarren@urv.cat alex.marti@estudiants.urv.cat
Identificador del autor: 0000-0002-6418-7930
Fecha de alta del registro: 2024-01-13
Versión del articulo depositado: info:eu-repo/semantics/publishedVersion
Enlace a la fuente original: https://pubs.acs.org/doi/10.1021/jacs.1c11978
URL Documento de licencia: http://repositori.urv.cat/ca/proteccio-de-dades/
Referencia al articulo segun fuente origial: Journal Of The American Chemical Society. 144 (8): 3497-3509
Referencia de l'ítem segons les normes APA: Franchino A; Martí À; Echavarren AM (2022). H-Bonded Counterion-Directed Enantioselective Au(I) Catalysis. Journal Of The American Chemical Society, 144(8), 3497-3509. DOI: 10.1021/jacs.1c11978
DOI del artículo: 10.1021/jacs.1c11978
Entidad: Universitat Rovira i Virgili
Año de publicación de la revista: 2022
Tipo de publicación: Journal Publications
Repositori URV