Autor segons l'article: Franchino, Allegra; Marti, Alex; Nejrotti, Stefano; Echavarren, Antonio M.;
Departament: Química Analítica i Química Orgànica
Autor/s de la URV: ECHAVARREN PABLOS, ANTONIO / Martí Zaragoza, Àlex
Paraules clau: Urea Terminal alkynes Tandem cyclization Squaramide Silver compounds Silver additives Silver Quinine Phosphorus compounds Phosphines Phosphine ligands Phosphine derivative Phosphine Oxazoles Metabolism Mesoionic carbenes Ligands Ligand Kinetics Hydrohydrazination Hydrogen bond Hydroamination Gold-mediated cyclization Gold compounds Gold Equilibrium acidities Cycloisomerizations Cyclization Complexes Chlorine compounds Chloride complexes Chloride abstraction Catalyst activity Catalysis Associative mechanisms Additives Addition reactions Activation
Resum: A library of gold(I) chloride complexes with phosphine ligands incorporating pendant (thio)urea and squaramide H-bond donors was prepared with the aim of promoting chloride abstraction from Au(I) via H-bonding. In the absence of silver additives, complexes bearing squaramides and trifluoromethylated aromatic ureas displayed good catalytic activity in the cyclization of N-propargyl benzamides, as well as in a 1,6-enyne cycloisomerization, a tandem cyclization-indole addition reaction and the hydrohydrazination of phenylacetylene. Kinetic studies and DFT calculations indicate that the energetic span of the reaction is accounted by both the chloride abstraction step, facilitated by the bidentate H-bond donor via an associative mechanism, and the subsequent cyclization step.
Àrees temàtiques: Química Organic chemistry Medicina i Materiais Interdisciplinar General medicine General chemistry Farmacia Engenharias iii Engenharias ii Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Ciências agrárias i Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Catalysis Biotecnología Biodiversidade Astronomia / física
Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
Adreça de correu electrònic de l'autor: antoniomaria.echavarren@urv.cat alex.marti@estudiants.urv.cat
Identificador de l'autor: 0000-0002-6418-7930
Data d'alta del registre: 2024-07-27
Volum de revista: 27
Versió de l'article dipositat: info:eu-repo/semantics/publishedVersion
Enllaç font original: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202101751
URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
Referència a l'article segons font original: Chemistry-A European Journal. 27 (46): 11989-11996
Referència de l'ítem segons les normes APA: Franchino, Allegra; Marti, Alex; Nejrotti, Stefano; Echavarren, Antonio M.; (2021). Silver-Free Au(I) Catalysis Enabled by Bifunctional Urea- and Squaramide-Phosphine Ligands via H-Bonding. Chemistry-A European Journal, 27(46), 11989-11996. DOI: 10.1002/chem.202101751
DOI de l'article: 10.1002/chem.202101751
Entitat: Universitat Rovira i Virgili
Any de publicació de la revista: 2021
Tipus de publicació: Journal Publications
Repositori URV