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Efficient Vanadium-Catalyzed Aerobic C-C Bond Oxidative Cleavage of Vicinal Diols

  • Dades identificatives

    Identificador: imarina:5132696
    Autors:
    Amadio E., González-Fabra J., Carraro D., Denis W., Gjoka B., Zonta C., Bartik K., Cavani F., Solmi S., Bo C., Licini G.
    Resum:
    The aerobic oxidative C−C bond cleavage of vicinal diols catalyzed by vanadium amino triphenolates is described. Our results show that C−C bond cleavage can be performed in different solvents, under an air or oxygen atmosphere, with a large variety of glycols (cyclic or linear, with aromatic or aliphatic substituents) affording the corresponding carbonyl derivatives with high chemoselectivity. Reactions can be performed with as little as 10 ppm of catalyst reaching TON up to 81,000 and TOFs of up to 4150 h−1. A reaction mechanism, rationalized by density functional theory calculations, is also proposed.
  • Altres:

    Autor segons l'article: Amadio E., González-Fabra J., Carraro D., Denis W., Gjoka B., Zonta C., Bartik K., Cavani F., Solmi S., Bo C., Licini G.
    Departament: Química Física i Inorgànica
    Autor/s de la URV: Bo Jané, Carles
    Paraules clau: Vanadium Vanadi Oxygen Oxidació aeróbica Homogeneous catalysis C?c activation C-c activation Aerobic oxidation
    Resum: The aerobic oxidative C−C bond cleavage of vicinal diols catalyzed by vanadium amino triphenolates is described. Our results show that C−C bond cleavage can be performed in different solvents, under an air or oxygen atmosphere, with a large variety of glycols (cyclic or linear, with aromatic or aliphatic substituents) affording the corresponding carbonyl derivatives with high chemoselectivity. Reactions can be performed with as little as 10 ppm of catalyst reaching TON up to 81,000 and TOFs of up to 4150 h−1. A reaction mechanism, rationalized by density functional theory calculations, is also proposed.
    Àrees temàtiques: Química Organic chemistry Materiais Engenharias iv Engenharias ii Ciências biológicas ii Ciência de alimentos Chemistry, organic Chemistry, applied Catalysis Biodiversidade Astronomia / física
    Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 16154150
    Adreça de correu electrònic de l'autor: carles.bo@urv.cat
    Identificador de l'autor: 0000-0001-9581-2922
    Data d'alta del registre: 2024-09-07
    Versió de l'article dipositat: info:eu-repo/semantics/acceptedVersion
    Enllaç font original: https://onlinelibrary.wiley.com/doi/10.1002/adsc.201800050
    URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referència a l'article segons font original: Advanced Synthesis & Catalysis. 360 (17): 3286-3296
    Referència de l'ítem segons les normes APA: Amadio E., González-Fabra J., Carraro D., Denis W., Gjoka B., Zonta C., Bartik K., Cavani F., Solmi S., Bo C., Licini G. (2018). Efficient Vanadium-Catalyzed Aerobic C-C Bond Oxidative Cleavage of Vicinal Diols. Advanced Synthesis & Catalysis, 360(17), 3286-3296. DOI: 10.1002/adsc.201800050
    DOI de l'article: 10.1002/adsc.201800050
    Entitat: Universitat Rovira i Virgili
    Any de publicació de la revista: 2018
    Tipus de publicació: Journal Publications
  • Paraules clau:

    Catalysis,Chemistry, Applied,Chemistry, Organic,Organic Chemistry
    Vanadium
    Vanadi
    Oxygen
    Oxidació aeróbica
    Homogeneous catalysis
    C?c activation
    C-c activation
    Aerobic oxidation
    Química
    Organic chemistry
    Materiais
    Engenharias iv
    Engenharias ii
    Ciências biológicas ii
    Ciência de alimentos
    Chemistry, organic
    Chemistry, applied
    Catalysis
    Biodiversidade
    Astronomia / física
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