Articles producció científica> Química Física i Inorgànica

Evolution in heterodonor P-N, P-S and P-O chiral ligands for preparing efficient catalysts for asymmetric catalysis. From design to applications

  • Dades identificatives

    Identificador: imarina:9226406
    Autors:
    Margalef, JessicaBiosca, Mariade la Cruz Sanchez, PolFaiges, JorgePamies, OscarDieguez, Montserrat
    Resum:
    The success of phosphine-oxazoline ligands (PHOX) inspired the progress in P-oxazoline ligand families by modifying either the ligand backbone, the electronic and/or steric properties of the phosphine group or by exchanging the phosphine to a phosphinite or a phosphite group. In this respect, the structures of chiral P-oxazoline ligands have become more diverse and new families of very efficient ligands have emerged, which have improved catalytic performance in some asymmetric transformations, with an increased versatility, both in the range of reactions and in the range of substrates/reagents. In addition, most of ligands are synthesized from easily accessible chiral amino alcohols, maintaining the short and efficient synthetic route developed for PHOX ligands. New ligands have been developed by replacing the oxazoline functionality with several other N-donor groups, e.g. imidazole, thiazole, oxazole, pyridine, etc., and O- and S-groups. This review offers a critical overview of the utility of these most successful bidentate heterodonor P-N, P-O and P-S ligand families applied in metal-mediated processes. We illustrate how, through proper ligand design, these heterodonor bidentate ligand families can be an excellent source of ligands, with superior catalytic performance in many asymmetric reactions than the best C-2-symmetric N,N and P,P-ligands reported so far. (C) 2021 The Authors. Published by Elsevier B.V.
  • Altres:

    Autor segons l'article: Margalef, Jessica; Biosca, Maria; de la Cruz Sanchez, Pol; Faiges, Jorge; Pamies, Oscar; Dieguez, Montserrat;
    Departament: Química Física i Inorgànica
    Autor/s de la URV: Biosca Brull, Maria / De La Cruz Sánchez Badia, Pol / Diéguez Fernández, Montserrat / Faiges Marcos, Jorge / Margalef Pallarès, Jèssica / Pamies Ollé, Oscar
    Paraules clau: Transition-metal-complexes Selective 1,1-binaphthyl synthesis Phosphorus-containing oxazoline Phosphite-oxazoline ligands P-s ligands P-o ligands P-n ligands Minimally functionalized olefins Ligand design Enantioselective total-synthesis Diastereoselective mannich reaction Atropisomeric phosphinamine ligand Asymmetric catalysis Alpha,beta-unsaturated carboxylic-acids Allylic substitution-reactions
    Resum: The success of phosphine-oxazoline ligands (PHOX) inspired the progress in P-oxazoline ligand families by modifying either the ligand backbone, the electronic and/or steric properties of the phosphine group or by exchanging the phosphine to a phosphinite or a phosphite group. In this respect, the structures of chiral P-oxazoline ligands have become more diverse and new families of very efficient ligands have emerged, which have improved catalytic performance in some asymmetric transformations, with an increased versatility, both in the range of reactions and in the range of substrates/reagents. In addition, most of ligands are synthesized from easily accessible chiral amino alcohols, maintaining the short and efficient synthetic route developed for PHOX ligands. New ligands have been developed by replacing the oxazoline functionality with several other N-donor groups, e.g. imidazole, thiazole, oxazole, pyridine, etc., and O- and S-groups. This review offers a critical overview of the utility of these most successful bidentate heterodonor P-N, P-O and P-S ligand families applied in metal-mediated processes. We illustrate how, through proper ligand design, these heterodonor bidentate ligand families can be an excellent source of ligands, with superior catalytic performance in many asymmetric reactions than the best C-2-symmetric N,N and P,P-ligands reported so far. (C) 2021 The Authors. Published by Elsevier B.V.
    Àrees temàtiques: Química Physical and theoretical chemistry Medicina ii Materials chemistry Materiais Interdisciplinar Inorganic chemistry General chemistry Farmacia Engenharias iv Ciências biológicas ii Chemistry, inorganic & nuclear Chemistry (miscellaneous) Chemistry (all) Biotecnología Astronomia / física
    Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
    Adreça de correu electrònic de l'autor: maria.biosca@urv.cat pol.delacruzsanchez@estudiants.urv.cat pol.delacruzsanchez@estudiants.urv.cat jorge.faiges@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: 2024-07-27
    Versió de l'article dipositat: info:eu-repo/semantics/publishedVersion
    Enllaç font original: https://www.sciencedirect.com/science/article/pii/S0010854521003945
    URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referència a l'article segons font original: Coordination Chemistry Reviews. 446
    Referència de l'ítem segons les normes APA: Margalef, Jessica; Biosca, Maria; de la Cruz Sanchez, Pol; Faiges, Jorge; Pamies, Oscar; Dieguez, Montserrat; (2021). Evolution in heterodonor P-N, P-S and P-O chiral ligands for preparing efficient catalysts for asymmetric catalysis. From design to applications. Coordination Chemistry Reviews, 446(), -. DOI: 10.1016/j.ccr.2021.214120
    DOI de l'article: 10.1016/j.ccr.2021.214120
    Entitat: Universitat Rovira i Virgili
    Any de publicació de la revista: 2021
    Tipus de publicació: Journal Publications
  • Paraules clau:

    Chemistry (Miscellaneous),Chemistry, Inorganic & Nuclear,Inorganic Chemistry,Materials Chemistry,Physical and Theoretical Chemistry
    Transition-metal-complexes
    Selective 1,1-binaphthyl synthesis
    Phosphorus-containing oxazoline
    Phosphite-oxazoline ligands
    P-s ligands
    P-o ligands
    P-n ligands
    Minimally functionalized olefins
    Ligand design
    Enantioselective total-synthesis
    Diastereoselective mannich reaction
    Atropisomeric phosphinamine ligand
    Asymmetric catalysis
    Alpha,beta-unsaturated carboxylic-acids
    Allylic substitution-reactions
    Química
    Physical and theoretical chemistry
    Medicina ii
    Materials chemistry
    Materiais
    Interdisciplinar
    Inorganic chemistry
    General chemistry
    Farmacia
    Engenharias iv
    Ciências biológicas ii
    Chemistry, inorganic & nuclear
    Chemistry (miscellaneous)
    Chemistry (all)
    Biotecnología
    Astronomia / física
  • Documents:

  • Cerca a google

    Search to google scholar