Author, as appears in the article.: Dorel, Ruth; Echavarren, Antonio M
Department: Química Analítica i Química Orgànica
URV's Author/s: ECHAVARREN PABLOS, ANTONIO
Keywords: Ugi intramolecular hydroarylation Silyl enol ethers One-pot synthesis N-heterocyclic carbene Migration/intramolecular 3+2 cycloaddition Highly diastereoselective formation Gold-catalyzed cycloisomerization Enantioselective total-synthesis Dynamic solution behavio Abnormal nhc-gold(i) complexes
Abstract: Gold(I) complexes are the most effective catalysts for the electrophilic activation of alkynes under homogeneous conditions, and a broad range of versatile synthetic tools have been developed for the construction of carbon-carbon or carbon-heteroatom bonds. The properties of gold (I) complexes can be easily tuned sterically or electronically depending on the ligand, consequently modulating their reactivity in the activation of alkynes, alkenes, and allenes. Reactions catalyzed by gold (I) are similar to those catalyzed by other electrophilic metal complexes or even BrOønsted acids and resemble carbocation-mediated processes. However, gold (I) provides unique control on complex transformations by very selectively activating alkynes and by stabilizing the key carbocationic intermediates by weak, but still significant, metal to carbene πback-donation. Additionally, the structural characteristics of linear two-coordinated gold (I) complexes, in which the ligand is very distant from the nucleophilic addition site to the πbound substrate, explains the slow development of general enantioselective transformations of alkynes.
Thematic Areas: Química Materiais General medicine General chemistry Farmacia Engenharias iii Engenharias ii Ciências biológicas ii Ciências biológicas i Ciência de alimentos Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Biotecnología
licence for use: https://creativecommons.org/licenses/by/3.0/es/
Author's mail: antoniomaria.echavarren@urv.cat
Author identifier: 0000-0002-6418-7930
Record's date: 2024-11-09
Papper version: info:eu-repo/semantics/publishedVersion
Papper original source: Chemical Reviews. 115 (17): 9028-9072
APA: Dorel, Ruth; Echavarren, Antonio M (2015). Gold(I)-Catalyzed Activation of Alkynes for the Construction of Molecular Complexity. Chemical Reviews, 115(17), 9028-9072. DOI: 10.1021/cr500691k
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Entity: Universitat Rovira i Virgili
Journal publication year: 2015
Publication Type: Journal Publications
Repositori URV