Articles producció científica> Química Física i Inorgànica

Filling the Gaps in the Challenging Asymmetric Hydrogenation of Exocyclic Benzofused Alkenes with Ir-P,N Catalysts

  • Dades identificatives

    Identificador: imarina:9283365
    Autors:
    Biosca, Mariade la Cruz-Sanchez, PolTarr, DanielLlanes, PatriciaKarlsson, Erik A.Margalef, JessicaPamies, OscarPericas, Miquel A.Dieguez, Montserrat
    Resum:
    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.
  • Altres:

    Autor segons l'article: Biosca, Maria; de la Cruz-Sanchez, Pol; Tarr, Daniel; Llanes, Patricia; Karlsson, Erik A.; Margalef, Jessica; Pamies, Oscar; Pericas, Miquel A.; Dieguez, Montserrat;
    Departament: Química Física i Inorgànica
    Autor/s de la URV: Biosca Brull, Maria / De La Cruz Sánchez Badia, Pol / Diéguez Fernández, Montserrat / Margalef Pallarès, Jèssica / Pamies Ollé, Oscar / Tarr González, Daniel James
    Codi de projecte: Grant agreement No. 945413
    Paraules clau: 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
    Resum: 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.
    Àrees temàtiques: Química Organic chemistry Materiais Engenharias iv Engenharias ii Ciências biológicas ii Ciência de alimentos Chemistry, organic Chemistry, applied Catalysis Biodiversidade Astronomia / física
    Adreça de correu electrònic de l'autor: 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
    Identificador de l'autor: 0000-0002-9116-6318 0000-0002-2352-8508 0000-0002-8450-0656
    Data d'alta del registre: 2024-08-03
    Versió de l'article dipositat: info:eu-repo/semantics/publishedVersion
    Enllaç font original: https://onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.202200870
    Programa de finançament: Marie Skłodowska-Curie Actions - European Union's Horizon 2020 research and innovation programme
    URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referència a l'article segons font original: Advanced Synthesis & Catalysis. 365 (2): 167-177
    Referència de l'ítem segons les normes 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
    Acrònim: MFP-Plus
    DOI de l'article: 10.1002/adsc.202200870
    Entitat: Universitat Rovira i Virgili
    Any de publicació de la revista: 2023
    Acció del programa de finançament: Martí i Franquès COFUND Doctoral Programme
    Tipus de publicació: Journal Publications
  • Paraules clau:

    Catalysis,Chemistry, Applied,Chemistry, Organic,Organic Chemistry
    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
    Química
    Organic chemistry
    Materiais
    Engenharias iv
    Engenharias ii
    Ciências biológicas ii
    Ciência de alimentos
    Chemistry, organic
    Chemistry, applied
    Catalysis
    Biodiversidade
    Astronomia / física
  • Documents:

  • Cerca a google

    Search to google scholar