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Gold(I)-Catalyzed Intramolecular C(sp3 )-H Insertion by Decarbenation of Cycloheptatrienes

  • Dades identificatives

    Identificador: imarina:5873662
    Autors:
    Yin X, Zuccarello G, García-Morales C, Echavarren AM
    Resum:
    A novel synthesis of indanes and dihydronaphtalenes based on the intramolecular insertion into C(sp3 )-H bonds of gold(I) carbenes generated by retro-Buchner reaction (decarbenation) has been developed. Deuterium-labeling and kinetic isotope effect experiments, DFT calculations, and generation of the proposed carbene intermediate from a well-characterized gold(I) carbenoid support the involvement of a three-center concerted mechanism for the C(sp3 )-H functionalization process.© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
  • Altres:

    Autor segons l'article: Yin X, Zuccarello G, García-Morales C, Echavarren AM
    Departament: Química Analítica i Química Orgànica
    Autor/s de la URV: ECHAVARREN PABLOS, ANTONIO
    Paraules clau: Retro-buchner reaction Natural-products Indanes Gold(i) carbenes Gold catalysis Generation Decarbenation C−h insertion Complexes Carbenes C?h insertion C-h insertion Bond functionalization Alkanes Activation Access
    Resum: A novel synthesis of indanes and dihydronaphtalenes based on the intramolecular insertion into C(sp3 )-H bonds of gold(I) carbenes generated by retro-Buchner reaction (decarbenation) has been developed. Deuterium-labeling and kinetic isotope effect experiments, DFT calculations, and generation of the proposed carbene intermediate from a well-characterized gold(I) carbenoid support the involvement of a three-center concerted mechanism for the C(sp3 )-H functionalization process.© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
    Àrees temàtiques: Química Organic chemistry Medicina i Materiais Interdisciplinar General medicine General chemistry Farmacia Engenharias iii Engenharias ii Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Ciências agrárias i Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Catalysis Biotecnología Biodiversidade Astronomia / física
    Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 15213765
    Adreça de correu electrònic de l'autor: antoniomaria.echavarren@urv.cat
    Identificador de l'autor: 0000-0002-6418-7930
    Data d'alta del registre: 2023-07-31
    Versió de l'article dipositat: info:eu-repo/semantics/publishedVersion
    Referència a l'article segons font original: Chemistry-A European Journal. 25 (40): 9485-9490
    Referència de l'ítem segons les normes APA: Yin X, Zuccarello G, García-Morales C, Echavarren AM (2019). Gold(I)-Catalyzed Intramolecular C(sp3 )-H Insertion by Decarbenation of Cycloheptatrienes. Chemistry-A European Journal, 25(40), 9485-9490. DOI: 10.1002/chem.201900919
    URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
    Entitat: Universitat Rovira i Virgili
    Any de publicació de la revista: 2019
    Tipus de publicació: Journal Publications
  • Paraules clau:

    Catalysis,Chemistry,Chemistry (Miscellaneous),Chemistry, Multidisciplinary,Organic Chemistry
    Retro-buchner reaction
    Natural-products
    Indanes
    Gold(i) carbenes
    Gold catalysis
    Generation
    Decarbenation
    C−h insertion
    Complexes
    Carbenes
    C?h insertion
    C-h insertion
    Bond functionalization
    Alkanes
    Activation
    Access
    Química
    Organic chemistry
    Medicina i
    Materiais
    Interdisciplinar
    General medicine
    General chemistry
    Farmacia
    Engenharias iii
    Engenharias ii
    Ciências biológicas iii
    Ciências biológicas ii
    Ciências biológicas i
    Ciências agrárias i
    Chemistry, multidisciplinary
    Chemistry (miscellaneous)
    Chemistry (all)
    Chemistry
    Catalysis
    Biotecnología
    Biodiversidade
    Astronomia / física
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