Articles producció científica> Química Física i Inorgànica

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

  • Identification data

    Identifier: imarina:5132696
    Handle: https://hdl.handle.net/20.500.11797/imarina5132696
    Authors:
    Amadio E., González-Fabra J., Carraro D., Denis W., Gjoka B., Zonta C., Bartik K., Cavani F., Solmi S., Bo C., Licini G.
    Abstract:
    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.

  • Others:

    Author, as appears in the article.: Amadio E., González-Fabra J., Carraro D., Denis W., Gjoka B., Zonta C., Bartik K., Cavani F., Solmi S., Bo C., Licini G.
    Department: Química Física i Inorgànica
    URV's Author/s: Bo Jané, Carles
    Keywords: Vanadium Vanadi Oxygen Oxidació aeróbica Homogeneous catalysis C?c activation C-c activation Aerobic oxidation
    Abstract: 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.
    Thematic Areas: Química Organic chemistry Materiais Engenharias iv Engenharias ii Ciências biológicas ii Ciência de alimentos Chemistry, organic Chemistry, applied Catalysis Biodiversidade Astronomia / física
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 16154150
    Author's mail: carles.bo@urv.cat
    Author identifier: 0000-0001-9581-2922
    Record's date: 2024-09-07
    Papper version: info:eu-repo/semantics/acceptedVersion
    Link to the original source: https://onlinelibrary.wiley.com/doi/10.1002/adsc.201800050
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Advanced Synthesis & Catalysis. 360 (17): 3286-3296
    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
    Article's DOI: 10.1002/adsc.201800050
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2018
    Publication Type: Journal Publications

  • Keywords:

    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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