Articles producció científica> Química Analítica i Química Orgànica

Assembling Complex Structures through Cascade and Cycloaddition Processes via Non-Acceptor Gold or Rhodium Carbenes

  • Identification data

    Identifier: imarina:9227039
    Authors:
    Armengol-Relats, HelenaMato, MauroEscofet, ImmaEchavarren, Antonio M.
    Abstract:
    The ability of highly energetic metal-carbene intermediates to engage in complex cascade or formal cycloaddition processes is one of the most powerful tools for building intricate molecular architectures in a straightforward manner. Among this type of organometallic intermediates, non-acceptor metal carbenes are particularly challenging to access and, therefore, have experienced slower development. In this regard, our group has exploited the use of electrophilic gold(I) complexes to selectively activate certain classes of substrates for the generation of this type of intermediate. Thus, very different types of molecules, such as enynes or 7-substituted cycloheptatrienes, lead to the formation of carbenes under gold(I) catalysis. Related rhodium(II) carbenes can also be generated from cycloheptatrienes. In this account, we aim to summarize our efforts towards the in situ generation of such highly versatile organometallic species as well as studies on their reactivity through formal cycloadditions or complex cascade reactions.
  • Others:

    Author, as appears in the article.: Armengol-Relats, Helena; Mato, Mauro; Escofet, Imma; Echavarren, Antonio M.;
    Department: Química Analítica i Química Orgànica
    URV's Author/s: Armengol Relats, Helena / ECHAVARREN PABLOS, ANTONIO / Mato Gómez, Mauro
    Keywords: Synthesis (chemical) Rhodium compounds Rhodium Retro-buchner reaction Propargylic esters Organometallics Organometallic intermediates Molecular architecture Metals Metal-carbene intermediates Metal carbenes Isomerization Intramolecular trapping Intermolecular trapping Intermolecular 2+2 cycloaddition Gold(i)-catalyzed synthesis Gold compounds Gold Enantioselective synthesis Cyclopropanation Cycloisomerizations Cycloadditions Cycloaddition process Cycloaddition Cyclization Catalyzed reactions Catalysis Cascade reactions Alkynes 1,6-enynes 1 ,3-dicarbonyl compounds
    Abstract: The ability of highly energetic metal-carbene intermediates to engage in complex cascade or formal cycloaddition processes is one of the most powerful tools for building intricate molecular architectures in a straightforward manner. Among this type of organometallic intermediates, non-acceptor metal carbenes are particularly challenging to access and, therefore, have experienced slower development. In this regard, our group has exploited the use of electrophilic gold(I) complexes to selectively activate certain classes of substrates for the generation of this type of intermediate. Thus, very different types of molecules, such as enynes or 7-substituted cycloheptatrienes, lead to the formation of carbenes under gold(I) catalysis. Related rhodium(II) carbenes can also be generated from cycloheptatrienes. In this account, we aim to summarize our efforts towards the in situ generation of such highly versatile organometallic species as well as studies on their reactivity through formal cycloadditions or complex cascade reactions.
    Thematic Areas: Química Organic chemistry Medicina i Materiais Interdisciplinar Farmacia Engenharias ii Ciências biológicas ii Ciências biológicas i Ciências agrárias i Chemistry, organic Catalysis Biotecnología
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Author's mail: antoniomaria.echavarren@urv.cat helena.armengol@estudiants.urv.cat
    Author identifier: 0000-0002-6418-7930
    Record's date: 2024-07-27
    Papper version: info:eu-repo/semantics/publishedVersion
    Link to the original source: https://www.thieme-connect.com/products/ejournals/abstract/10.1055/a-1535-3215
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Synthesis-Stuttgart. 53 (21): 3991-4003
    APA: Armengol-Relats, Helena; Mato, Mauro; Escofet, Imma; Echavarren, Antonio M.; (2021). Assembling Complex Structures through Cascade and Cycloaddition Processes via Non-Acceptor Gold or Rhodium Carbenes. Synthesis-Stuttgart, 53(21), 3991-4003. DOI: 10.1055/a-1535-3215
    Article's DOI: 10.1055/a-1535-3215
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2021
    Publication Type: Journal Publications
  • Keywords:

    Catalysis,Chemistry, Organic,Organic Chemistry
    Synthesis (chemical)
    Rhodium compounds
    Rhodium
    Retro-buchner reaction
    Propargylic esters
    Organometallics
    Organometallic intermediates
    Molecular architecture
    Metals
    Metal-carbene intermediates
    Metal carbenes
    Isomerization
    Intramolecular trapping
    Intermolecular trapping
    Intermolecular 2+2 cycloaddition
    Gold(i)-catalyzed synthesis
    Gold compounds
    Gold
    Enantioselective synthesis
    Cyclopropanation
    Cycloisomerizations
    Cycloadditions
    Cycloaddition process
    Cycloaddition
    Cyclization
    Catalyzed reactions
    Catalysis
    Cascade reactions
    Alkynes
    1,6-enynes
    1 ,3-dicarbonyl compounds
    Química
    Organic chemistry
    Medicina i
    Materiais
    Interdisciplinar
    Farmacia
    Engenharias ii
    Ciências biológicas ii
    Ciências biológicas i
    Ciências agrárias i
    Chemistry, organic
    Catalysis
    Biotecnología
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