Author, as appears in the article.: Biosca, Maria; de la Cruz-Sanchez, Pol; Tarr, Daniel; Llanes, Patricia; Karlsson, Erik A.; Margalef, Jessica; Pamies, Oscar; Pericas, Miquel A.; Dieguez, Montserrat;
Department: Química Física i Inorgànica
URV's Author/s: Biosca Brull, Maria / De La Cruz Sánchez Badia, Pol / Diéguez Fernández, Montserrat / Margalef Pallarès, Jèssica / Pamies Ollé, Oscar / Tarr González, Daniel James
Project code: Grant agreement No. 945413
Keywords: Versatile P,n-ligands P N-ligands Molecular-orbital methods Minimally functionalized olefins Mechanistic insights Ligands Iridium Highly enantioselective hydrogenation Exocyclic olefins Effective core potentials Dft calculations Deuterogenation Basis-sets Atoms Asymmetric hydrogenation
Abstract: Herein, we report a chiral phosphine-triazole ligand for the Ir-catalyzed asymmetric hydrogenation of exocyclic benzofused alkenes. Overcoming previous limitations, the catalytic system is able to successfully hydrogenate exocyclic olefins bearing a benzofused five- and six-membered ring motif (ee's between 92 to 99%). The catalyst tolerates well the presence of several substituents and substitution patterns at both aromatic rings. The absence of a competing isomerization process together with the perfect fit of the olefins in the catalyst chiral pocket are key to surpass the previous limitations in the hydrogenation of both 5- and 6-membered ring benzofused exocyclic olefins.
Thematic Areas: Química Organic chemistry Materiais Engenharias iv Engenharias ii Ciências biológicas ii Ciência de alimentos Chemistry, organic Chemistry, applied Catalysis Biodiversidade Astronomia / física
Author's mail: danieljames.tarr@urv.cat maria.biosca@urv.cat pol.delacruzsanchez@estudiants.urv.cat pol.delacruzsanchez@estudiants.urv.cat oscar.pamies@urv.cat montserrat.dieguez@urv.cat
Author identifier: 0000-0002-9116-6318 0000-0002-2352-8508 0000-0002-8450-0656
Record's date: 2024-08-03
Papper version: info:eu-repo/semantics/publishedVersion
Funding program: Marie Skłodowska-Curie Actions - European Union's Horizon 2020 research and innovation programme
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Advanced Synthesis & Catalysis. 365 (2): 167-177
APA: Biosca, Maria; de la Cruz-Sanchez, Pol; Tarr, Daniel; Llanes, Patricia; Karlsson, Erik A.; Margalef, Jessica; Pamies, Oscar; Pericas, Miquel A.; Diegu (2023). Filling the Gaps in the Challenging Asymmetric Hydrogenation of Exocyclic Benzofused Alkenes with Ir-P,N Catalysts. Advanced Synthesis & Catalysis, 365(2), 167-177. DOI: 10.1002/adsc.202200870
Acronym: MFP-Plus
Entity: Universitat Rovira i Virgili
Journal publication year: 2023
Funding program action: Martí i Franquès COFUND Doctoral Programme
Publication Type: Journal Publications
Repositori URV